5,6-Di'GH'star''-3-(1-'GH'star''pyrrolidin-3-yl)-1H-indole by Asch

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Reactions (30)

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Substances (7)

Citations (16)

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References

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Rx-ID: 6192037 Find similar reactions

3-(3-Indolyl)succinimid, LiAlH4;

Bristol Myers Co.

Patent: GB893899US , 19621959 ; Chem.Abstr., 1962 , vol. 57, # 9820b Full Text Show Details

Indol-3-ylsuccinimid, LiAlH4, Dioxan od. THF;

Perron,Y.G. et al.

Journal of Medicinal Chemistry, 1966 , vol. 9, p. 136 - 140 Full Text View citing articles Show Details

(yield)51percent;

Perron,Y.G. et al.

Journal of Medicinal Chemistry, 1966 , vol. 9, p. 136 - 140 Full Text View citing articles Show Details

(+-)-1-Benzyl-3-(indol-3-yl)pyrrolidin-hydrochlorid, H2 (Pd), A.

Julia,M.; Bagot,J.

Bulletin de la Societe Chimique de France, 1964 , p. 1924 - 1938

(Hydrierung);

Full Text View citing articles Show Details

Synthesize Find similar 65%

With lithium aluminium tetrahydride in tetrahydrofuran

T=65°C; 16 h; Hide Experimental Procedure

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Rx-ID: 23671085 Find similar reactions

UNIVERSITÄT REGENSBURG; FRIEDRICH-SCHILLER-UNIVERSITÄT JENA; UNIVERSITÄTSKLINIKUM JENA; MAHBOOBI, Siavosh; SELLMER, Andreas; PONGRATZ, Herwig; LEONHARDT, Michel; KRÄMER, Oliver; BÖHMER, Frank-Dietmar; KELTER, Gerhard

Patent: WO2016/20369 A1, 2016 ; Location in patent: Page/Page column 121-122 ; Title/Abstract Full Text Show Details

3-(Pyrrolidin-3-yl)-1H-indole (65)

Following references Andrianjara et al. (2002), Da Silva et al. (2009), Li et al., 2008 and Makki et al. (2008), 64 (9.0 mmol) was dissolved with stirring in a solution of LiAlLL; (45.0 mmol, 5 eq.) in anhydrous THF (50 mL, 0 °C). The solution was stirred at 65 °C for 16 h (TLC monitoring), cooled to room temperature and quenched with Na2SO4 x 10 H20 (15 g). Water (1.0 mL) and ethyl acetate (150 mL) were added and stirring continued overnight. The suspension was filtered over Celite, the solvent evaporated and the residue chromato graphed on silica gel (eluent DCM / MeOH / ammonia 3:1 :0.1). 1.10 g (5.91 mmol, 65 percent) red-brown foam; 1H MR (300 MHz, DMSO-d6): δ 10.93 (s, 1 1H), 7.56 (d, J= 7.8 Hz, 1H), 7.36 (d, J = 8.0 Hz, 1H), 7.16 (s, 1H), 7.07 (m, 1H), 6.97 (m, 1H), 3.91 (bs, 1H), 3.45 - 3.23 (m, 2H), 3.13 - 2.89 (m, 2H), 2.87 - 2.73 (m, 1H), 2.33 - 2.07 (m, 1H), 1.95 - 1.73 (m, 1H). EI-MS (70 eV) m/z (percent): 186 [Μ+·] (100), 144 (92). 24%

Stage #1: With lithium aluminium tetrahydride in tetrahydrofuran

T=0 - 20°C; 33.25 h; Heating / reflux; Stage #2: With sodium hydroxide; water in tetrahydrofuran

0.333333 h;

GRUeNENTHAL GMBH

Patent: WO2004/43949 A1, 2004 ; Location in patent: Page/Page column 26-27 ;

Stage #1: With lithium aluminium tetrahydride in tetrahydrofuran

Heating / reflux; Stage #2: With sodium hydroxide; water in tetrahydrofuran; ethyl acetate

T=20°C; 2 h; Heating / reflux;

GRUeNENTHAL GMBH

Patent: WO2005/19208 A1, 2005 ; Location in patent: Page/Page column 25; 27 ;

Title/Abstract Full Text Show Details

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Rx-ID: 34129379 Find similar reactions

Valeur, Eric; Christmann-Franck, Serge; Lepifre, Franck; Carniato, Denis; Cravo, Daniel; Charon, Christine; Bozec, Sophie; Musil, Djordje; Hillertz, Per; Doare, Liliane; Schmidlin, Fabien; Lecomte, Marc; Schultz, Melanie; Roche, Didier

°C 3.1: ethanol / 2.5 h / 80 °C 4.1: acetic acid; sulfuric acid / 1.5 h / 120 °C 4.2: 18 h / 0 - 70 °C View Scheme

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: acetic acid / 48 h / |Inert atmosphere; |Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 65 °C View Scheme

Patent: WO2016/20369 A1, 2016 ; Title/Abstract Full Text Show Details

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Rx-ID: 34129383 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 34129387 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Stage #1: With sulfuric acid; acetic acid

T=120°C; 1.5 h; Stage #2: With lithium aluminium tetrahydride in tetrahydrofuran

T=0 - 70°C; 18 h;

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Rx-ID: 34129391 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 4713060 Find similar reactions

88%

With lithium aluminium tetrahydride in tetrahydrofuran

24 h; Heating;

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

70%

With lithium aluminium tetrahydride in tetrahydrofuran

4 h; Reflux; Hide Experimental Procedure

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580 Title/Abstract Full Text View citing articles Show Details

Step 3

General procedure: A solution of 3-(1H-indol-3-yl)-1-methyl pyrrolidine-2,5-dione ( 8.8 g, 38.5 mmoles) in tetrahydrofuran (20 ml) was added to cooled and stirred suspension of lithium aluminum hydride (3.7 g, 97.3 mmoles) in tetrahydrofuran (30 ml) slowly and the resulting slurry was heated at reflux for 4 hrs. After the completion of reaction, the reaction mixture was cooled to 10 oC, poured on to chilled water (100 ml) and stirred for 30 min. The slurry, thus obtained, was filtered, layers separated and the aqueous layer was extracted with ethyl acetate (2 x 70 ml). The combined organic layer was washed with brine solution (50 ml) and dried over sodium sulfate. Organic volatiles were removed under reduced pressure. The residual mass, thus obtained, was purified by flash chromatography to afford 3-(1-methyl-pyrrolidin-3-yl)-1H-indole (5.4 g, 70 percent). 70%

With lithium aluminium tetrahydride

4 h; Reflux;

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

With lithium aluminium tetrahydride in tetrahydrofuran

Heating;

Cole, Derek C.; Lennox, William J.; Stock, Joseph R.; Ellingboe, John W.; Mazandarani, Hossein; Smith, Deborah L.; Zhang, Guoming; Tawa, Gregory J.; Schechter, Lee E.

Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 21 p. 4780 - 4785 Title/Abstract Full Text View citing articles Show Details

With LiAlH4 in tetrahydrofuran

American Home Products Corporation

Patent: US2002/198213 A1, 2002 ; Hide Experimental Procedure

Title/Abstract Full Text Show Details

2:Preparation of 3-(1-methylpyrrolidin-3-yl)-1H-indole

EXAMPLE 2 Preparation of 3-(1-methylpyrrolidin-3-yl)-1H-indole A solution of 3-(1-H-indol-3-yl)-1-methyl-pyrrolidine-2,5-dione (1.4 g) in tetrahydrofuran is treated with LiAlH4 (12 mL, 1.0 M solution, 2 equiv), stirred at 50C for 8 hr, cooled to room temperature, quenched with water and 15percent aqueous NaOH and filtered. The filtrate is dried over MgSO4 and concentrated in vacuo to afford the title product as an oil, 1.1 g, identified by HPLC and mass spectral analyses. With lithium aluminium tetrahydride in tetrahydrofuran

2 - 5 h; Heating / reflux; Hide Experimental Procedure

SUVEN LIFE SCIENCES

Patent: WO2005/66157 A1, 2005 ; Location in patent: Page/Page column 19 ; Title/Abstract Full Text Show Details

Example-1 : (R, S) 3- (1-Methylpyrrolidin-3-yl)-lH-indole : 3-(lH-Indol-3-yl)-1-methylpyrrolidin-2, 5-dione (D1) (2. 28 g, 0.01 moles) in THF was treated with cooled and stirred suspension of Lithium Aluminum Hydride (g, 0. 0 11 moles in THF slowly over the period of 2 to 5 hours, the reaction mixture was heated to reflux for 2-4 hours. After the completion of reaction, the reaction mixture was poured on to the ice and the compound was extracted with ethyl acetate. The organic layer was washed with brine solution dried over anhydrous Magnesium Sulphate and solvent removed under reduced pressure. The residue obtained was purified by flash chromatography (silica gel, EtOAc/Hexanes, 2/8) to afford the compound, which was identified by IR, NMR and mass spectral analyses as the title compound. Mass (m/z): 201 (M+H) +.

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Rx-ID: 6193487 Find similar reactions

N-Methyl-3-(3-indolyl)succinimid, LiAlH4;

Bristol Myers Co.

Patent: GB893899US , 19621959 ; Chem.Abstr., 1962 , vol. 57, # 9820b Full Text Show Details

N-Methyl-indol-3-ylsuccinimid, LiAlH4, sd. Dioxan (21h) (S.140);

Perron,Y.G. et al.

Journal of Medicinal Chemistry, 1966 , vol. 9, p. 136 - 140 Full Text View citing articles Show Details

(yield)85percent;

Perron,Y.G. et al.

Journal of Medicinal Chemistry, 1966 , vol. 9, p. 136 - 140 Full Text View citing articles Show Details

(+-)-3-(Indol-3-yl)-1-methylsuccinimid, LiAlH4, THF (Isolierung als Hydrochlorid);

Julia,M.; Bagot,J.

Bulletin de la Societe Chimique de France, 1964 , p. 1924 - 1938 Full Text View citing articles Show Details

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Rx-ID: 12731904 Find similar reactions

Multi-step reaction with 2 steps 1: AcOH / Heating 2: LiAlH4 / tetrahydrofuran / Heating View Scheme

Cole, Derek C.; Lennox, William J.; Stock, Joseph R.; Ellingboe, John W.; Mazandarani, Hossein; Smith, Deborah L.; Zhang, Guoming; Tawa, Gregory J.; Schechter, Lee E.

Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 21 p. 4780 - 4785 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1.1: magnesium; methyl iodide / tetrahydrofuran / 1 h / 25 - 30 °C / Inert atmosphere 1.2: 3 h / 70 °C / Inert atmosphere 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux View Scheme

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1.1: 0.5 h / 50 °C 1.2: 0.5 h / 80 °C 2.1: 1 h / 180 °C 3.1: lithium aluminium tetrahydride / 4 h / |Reflux View Scheme

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 12731991 Find similar reactions

Multi-step reaction with 2 steps 1: AcOH / Heating 2: LiAlH4 / tetrahydrofuran / Heating View Scheme

Cole, Derek C.; Lennox, William J.; Stock, Joseph R.; Ellingboe, John W.; Mazandarani, Hossein; Smith, Deborah L.; Zhang, Guoming; Tawa, Gregory J.; Schechter, Lee E.

Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 21 p. 4780 - 4785 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 74 percent / AcOH / 30 h / Heating 2: 88 percent / LiAlH4 / tetrahydrofuran / 24 h / Heating View Scheme

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1.1: magnesium; methyl iodide / tetrahydrofuran / 1 h / 25 - 30 °C /

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580

Inert atmosphere 1.2: 3 h / 70 °C / Inert atmosphere 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux View Scheme

Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1: 74 percent / AcOH / 30 h / Heating 2: 88 percent / LiAlH4 / tetrahydrofuran / 24 h / Heating View Scheme

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Rx-ID: 17281871 Find similar reactions

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1: 1 h / 180 °C 2: lithium aluminium tetrahydride / 4 h / |Reflux View Scheme

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Rx-ID: 36741808 Find similar reactions

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

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Synthesize Find similar SYNGENTA PARTICIPATIONS AG

Patent: WO2005/58035 A1, 2005 ;

Rx-ID: 23498455 Find similar reactions

4 h; Heating / reflux; Stage #2: With sodium hydroxide in tetrahydrofuran; water

T=0°C; Hide Experimental Procedure

Location in patent: Page/Page column 134 ; Title/Abstract Full Text Show Details

2.A: 3- (5-Fluoro-lH-indol-3-yl)-pyrrolidine-2, 5-dione (0.35 g) (prepared by mixing 5-fluoroindole (0.75 g) and maleimide (1.6 g) in acetic acid (30 ml) for 24 hours at reflux, as described by J. E. Macor in Synthesis 1997,443) was reduced with lithium aluminium hydride (0.29 g) in tetrahydrofuran (15 ml) for 4 hours at reflux. The reaction mixture was cooled to 0°C, quenched by careful addition of water (0.27 ml), 15percent NaOH (0.27 ml) then water (0,8 ml). The mixture was diluted with ethyl acetate, stirred for 12 hours at room temperature, filtered and the solvents were removed in vacuo to afford crude 5- fluoro-3-pyrrolidin-3-yl-lH-indole (0.36 g), which was used as such for the next step. MS (ES+) 205 (M+H+).

Synthesize Find similar Multi-step reaction with 4 steps 1.1: acetic acid / 2.5 h / |Reflux 2.1: piperidine / ethanol / 5 h / 0 - 20 °C 3.1: ethanol / 2.5 h / 80 °C 4.1: acetic acid; sulfuric acid / 1.5 h / 120 °C 4.2: 18 h / 0 - 70 °C View Scheme

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Rx-ID: 34129354 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 34129360 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1.1: ethanol / 2.5 h / 80 °C 2.1: acetic acid; sulfuric acid / 1.5 h / 120 °C 2.2: 18 h / 0 - 70 °C View Scheme

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Rx-ID: 34129365 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Stage #1: With sulfuric acid; acetic acid

T=120°C; 1.5 h; Stage #2: With lithium aluminium tetrahydride in tetrahydrofuran

T=0 - 70°C; 18 h;

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Rx-ID: 34129370 Find similar reactions

Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5909 - 5914 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar 60%

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Rx-ID: 4699314 Find similar reactions

With lithium aluminium tetrahydride in tetrahydrofuran

6 h; Heating;

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

Hide Experimental Procedure

Allelix Biopharmaceuticals Inc.

Patent: US5998462 A1, 1999 ;

Title/Abstract Full Text Show Details

8.a.i:5-Isopropyl-3-(2-pyrrolidinylethyl)-1H-indole (i) 5-Methyl-3-(N-methylpyrrolidin-3-yl)-1H-indole from 3-(5-Methyl-1H-indol-3-yl)-N-methylsuccinimide (Example 7b) (70percent; mp 102-104 ° C.; HRMS-FAB+ for C14 H18 N2: calculated MH+:215.1548; found MH+:215.1539).

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Rx-ID: 6822964 Find similar reactions

N-Ethyl-indol-3-ylsuccinimid, LiAlH4, sd. Dioxan od. THF;

Perron,Y.G. et al.

Journal of Medicinal Chemistry, 1966 , vol. 9, p. 136 - 140 Full Text View citing articles Show Details

(yield)31percent;

Perron,Y.G. et al.

Journal of Medicinal Chemistry, 1966 , vol. 9, p. 136 - 140 Full Text View citing articles Show Details

(+-)-1-Ethyl-3-(indol-3-yl)-succinimid, LiAlH4, THF (Isolierung als Hydrochlorid);

Julia,M.; Bagot,J.

Bulletin de la Societe Chimique de France, 1964 , p. 1924 - 1938 Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1: 74 percent / AcOH / 24 h / Heating 2: 60 percent / LiAlH4 / tetrahydrofuran / 6 h / Heating View Scheme

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Rx-ID: 17281968 Find similar reactions

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1: 74 percent / AcOH / 24 h / Heating 2: 60 percent / LiAlH4 / tetrahydrofuran / 6 h / Heating View Scheme

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Rx-ID: 17289888 Find similar reactions

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1.1: magnesium; methyl iodide / tetrahydrofuran / 1 h / 25 - 30 °C / Inert atmosphere 1.2: 3 h / 70 °C / Inert atmosphere 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux View Scheme

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Rx-ID: 31314827 Find similar reactions

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar With lithium aluminium tetrahydride in tetrahydrofuran

4 h; Reflux; Hide Experimental Procedure

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Rx-ID: 31314892 Find similar reactions

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580 Title/Abstract Full Text View citing articles Show Details

Step 3

4 h; Reflux;

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 3 steps 1.1: 0.5 h / 50 °C 1.2: 0.5 h / 80 °C 2.1: 1 h / 180 °C 3.1: lithium aluminium tetrahydride / 4 h / |Reflux View Scheme

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Rx-ID: 36741763 Find similar reactions

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar Multi-step reaction with 2 steps 1: 1 h / 180 °C 2: lithium aluminium tetrahydride / 4 h / |Reflux View Scheme

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Rx-ID: 36741814 Find similar reactions

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar 90%

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Rx-ID: 4700276 Find similar reactions

With lithium aluminium tetrahydride in tetrahydrofuran

7 h; Heating;

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

With lithium aluminium tetrahydride in tetrahydrofuran

4 h; Reflux; Hide Experimental Procedure

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580 Title/Abstract Full Text View citing articles Show Details

Step 3

4 h; Reflux;

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Bhatta, Venugopalarao; Kota, Laxman; Dubey

Asian Journal of Chemistry, 2013 , vol. 25, # 16 p. 9293 - 9298 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 17281970 Find similar reactions

Multi-step reaction with 2 steps 1: 80 percent / AcOH / 72 h / Heating 2: 90 percent / LiAlH4 / tetrahydrofuran / 7 h / Heating View Scheme

Macor, John E.; Blank, David H.; Ryan, Kevin; Post, Ronald J.

Synthesis, 1997 , # 4 p. 443 - 449 Title/Abstract Full Text View citing articles Show Details

Nirogi, Ramakrishna; Dwarampudi, Adireddy; Kambhampati, Ramasastry; Bhatta, Venugopalarao; Kota, Laxman; Shinde, Anil; Badange, Rajesh; Jayarajan, Pradeep; Bhyrapuneni, Gopinadh; Dubey

Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4577 - 4580 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 17282748 Find similar reactions