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12 reactions in Reaxys
2016-05-23 22h:17m:51s (EST)
NH
1. Query
N
Search as: As drawn
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N
N
N
N H
Rx-ID: 9668222 View in Reaxys 1/12 Yield
Conditions & References
95 %
With hydrogen, triethylamine, palladium dihydroxide in ethanol, Time= 7h, T= 40 °C , p= 1500.15 - 3000.3Torr Kumar, Kamal; Michalik, Dirk; Castro, Ivette Garcia; Tillack, Annegret; Zapf, Alexander; Arlt, Michael; Heinrich, Timo; Boettcher, Henning; Beller, Matthias; Chemistry - A European Journal; vol. 10; nb. 3; (2004); p. 746 757 View in Reaxys
O
O N
N
N
N H
Rx-ID: 5024345 View in Reaxys 2/12 Yield 100 %
Conditions & References With trifluoroacetic acid in dichloromethane, T= 0 - 20 °C Abe, Tsukasa; Morimoto, Yuma; Tano, Tetsuro; Mieda, Kaoru; Sugimoto, Hideki; Fujieda, Nobutaka; Ogura, Takashi; Itoh, Shinobu; Inorganic Chemistry; vol. 53; nb. 16; (2014); p. 8786 - 8794 View in Reaxys With trifluoroacetic acid in dichloromethane, Ambient temperature Bourrain, Sylvie; Collins, Ian; Neduvelil, Joseph G.; Rowley, Michael; Leeson, Paul D.; Patel, Smita; Patel, Shil; Emms, Frances; Marwood, Rosemarie; Chapman, Kerry L.; Fletcher, Alan E.; Showell, Graham A.; Bioorganic and Medicinal Chemistry; vol. 6; nb. 10; (1998); p. 1731 - 1743 View in Reaxys With trifluoroacetic acid Kanojia, Ramesh M.; Salata, Joseph J.; Kauffman, Jack; Bioorganic and Medicinal Chemistry Letters; vol. 10; nb. 24; (2000); p. 2819 - 2823 View in Reaxys
Br
N
N H
Rx-ID: 15466677 View in Reaxys 3/12
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Yield 92%
Conditions & References R.26 : 1-(2-Phenylethyl)piperazine Reference Example 26 1-(2-Phenylethyl)piperazine Using β-phenethyl bromide and piperzine, the procedure of Reference Example 16 was otherwise repeated to provide the title compound. Yield 92percent. Oil. 1H-NMR (CDCl ) δ: 2.47-2.63 (6H, m), 2.76-2.91 (2H, m), 2.93 (4H, t, J=4.8 Hz), 7.18-7.35 (5H, m). 3 Patent; Takeda Chemical Industries, Ltd.; US6172085; (2001); (B2) English View in Reaxys Reaction Steps: 2 1: 52 percent / K2CO3; NaI / acetonitrile / Heating 2: TFA With potassium carbonate, trifluoroacetic acid, sodium iodide in acetonitrile Kanojia, Ramesh M.; Salata, Joseph J.; Kauffman, Jack; Bioorganic and Medicinal Chemistry Letters; vol. 10; nb. 24; (2000); p. 2819 - 2823 View in Reaxys Reaction Steps: 2 1: sodium carbonate / acetonitrile; water / 15 h / 70 °C 2: trifluoroacetic acid / dichloromethane / 0 - 20 °C With sodium carbonate, trifluoroacetic acid in dichloromethane, water, acetonitrile Abe, Tsukasa; Morimoto, Yuma; Tano, Tetsuro; Mieda, Kaoru; Sugimoto, Hideki; Fujieda, Nobutaka; Ogura, Takashi; Itoh, Shinobu; Inorganic Chemistry; vol. 53; nb. 16; (2014); p. 8786 - 8794 View in Reaxys
H N
N H
Br
N
N H
Rx-ID: 1495723 View in Reaxys 4/12 Yield 69 %
Conditions & References in toluene, Time= 2h, T= 85 °C Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Podloucka, Anna; Taylor, David A.; Australian Journal of Chemistry; vol. 56; nb. 9; (2003); p. 875 - 886 View in Reaxys
32 %
in chloroform, Time= 4h, Heating Caliendo, G.; Carlo, R. Di; Meli, R.; Perissutti, E.; Santagada, V.; et al.; European Journal of Medicinal Chemistry; vol. 28; nb. 12; (1993); p. 969 - 974 View in Reaxys General procedure for the preparation of compounds 11-16, 18-25 and 28 General procedure: Piperazine (3.0 equiv.) and K2CO3 (1.0 equiv) were mixed in THF (50 mL) under reflux condition. Subsequently, 68-82 (1.0 equiv) were added, and refluxing was continued for another three hours.The reaction mixture was concentrated in vacuo and partitioned between water and DCM. Theorganic phase was washed with brine and dried over Na2SO4. Products were purified by flash chromatography (DCM : MeOH = 8:1). With potassium carbonate in tetrahydrofuran, Time= 3h, Reflux Obreque-Balboa, Jos Esteban; Sun, Qiu; Bernhardt, Günther; König, Burkhard; Buschauer, Armin; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 124 - 133
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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View in Reaxys
[Rh(PEt3)2(μ-NH(p-tolyl))]2 N
N H
Rx-ID: 13422082 View in Reaxys 5/12 Yield
Conditions & References Reaction Steps: 2 1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / 20 °C 1.2: 94 percent / tetrahydrofuran; hexane / 24 h / 120 °C 2.1: 95 percent / H2; Et3N / Pd(OH)2/C / ethanol / 7 h / 40 °C / 1500.15 - 3000.3 Torr With n-butyllithium, hydrogen, triethylamine, palladium dihydroxide in tetrahydrofuran, ethanol, hexane Kumar, Kamal; Michalik, Dirk; Castro, Ivette Garcia; Tillack, Annegret; Zapf, Alexander; Arlt, Michael; Heinrich, Timo; Boettcher, Henning; Beller, Matthias; Chemistry - A European Journal; vol. 10; nb. 3; (2004); p. 746 757 View in Reaxys
H N Cl
H
Br
N H
N
N H
Rx-ID: 662839 View in Reaxys 6/12 Yield
Conditions & References With ethanol Patent; Brit. Drug Houses Ltd.; GB840358; (1957) View in Reaxys Baltzly et al.; Journal of the American Chemical Society; vol. 66; (1944); p. 263,265 View in Reaxys
O N
N
N H
N H
Rx-ID: 1892067 View in Reaxys 7/12 Yield
Conditions & References With lithium aluminium tetrahydride in diethyl ether, T= 20 °C , Yield given Wieringa, J.; Meerendonk, A. van den; Steenvoorden, J.; Heeres, G.; Bakel, F. van; et al.; Recueil des Travaux Chimiques des Pays-Bas; vol. 112; nb. 2; (1993); p. 143 - 150 View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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SO2
Cl
N
N H
Rx-ID: 16706131 View in Reaxys 8/12 Yield
Conditions & References Reaction Steps: 2 1: K2CO3 / ethanol / Heating 2: TFA / CH2Cl2 / Ambient temperature With potassium carbonate, trifluoroacetic acid in ethanol, dichloromethane Bourrain, Sylvie; Collins, Ian; Neduvelil, Joseph G.; Rowley, Michael; Leeson, Paul D.; Patel, Smita; Patel, Shil; Emms, Frances; Marwood, Rosemarie; Chapman, Kerry L.; Fletcher, Alan E.; Showell, Graham A.; Bioorganic and Medicinal Chemistry; vol. 6; nb. 10; (1998); p. 1731 - 1743 View in Reaxys Reaction Steps: 2 1: K2CO3 / dimethylformamide / Heating 2: aq. NaOH / methanol / Heating With sodium hydroxide, potassium carbonate in methanol, N,N-dimethyl-formamide Baziard-Mouysset, Genevieve; Younes, Salouma; Labssita, Youssef; Payard, Marc; Caignard, Daniel-Henri; Rettori, Marie-Claire; Renard, Pierre; Pfeiffer, Bruno; Guardiola-Lemaitre, Beatrice; European Journal of Medicinal Chemistry; vol. 33; nb. 5; (1998); p. 339 - 347 View in Reaxys
O
O N
N N
N H
Rx-ID: 4919286 View in Reaxys 9/12 Yield
Conditions & References With sodium hydroxide in methanol, Heating Baziard-Mouysset, Genevieve; Younes, Salouma; Labssita, Youssef; Payard, Marc; Caignard, Daniel-Henri; Rettori, Marie-Claire; Renard, Pierre; Pfeiffer, Bruno; Guardiola-Lemaitre, Beatrice; European Journal of Medicinal Chemistry; vol. 33; nb. 5; (1998); p. 339 - 347 View in Reaxys
Cl
N
N H
Rx-ID: 11562151 View in Reaxys 10/12 Yield
Conditions & References Reaction Steps: 2 1: KI / ethanol / Heating
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2: aq. HCl / Heating With hydrogenchloride, potassium iodide in ethanol Webster, Scott P.; Ward, Peter; Binnie, Margaret; Craigie, Eilidh; McConnell, Kirsty M.M.; Sooy, Karen; Vinter, Andy; Seckl, Jonathan R.; Walker, Brian R.; Bioorganic and Medicinal Chemistry Letters; vol. 17; nb. 10; (2007); p. 2838 - 2843 View in Reaxys
O N N
N
N H
Rx-ID: 11071632 View in Reaxys 11/12 Yield
Conditions & References With hydrogenchloride, Heating Webster, Scott P.; Ward, Peter; Binnie, Margaret; Craigie, Eilidh; McConnell, Kirsty M.M.; Sooy, Karen; Vinter, Andy; Seckl, Jonathan R.; Walker, Brian R.; Bioorganic and Medicinal Chemistry Letters; vol. 17; nb. 10; (2007); p. 2838 - 2843 View in Reaxys
N
N H
Rx-ID: 5443337 View in Reaxys 12/12 Yield
Conditions & References Irikura; Masuzawa; Nishino; Kitagawa; Uchida; Ichinoseki; Ito; Journal of medicinal chemistry; vol. 11; nb. 4; (1968); p. 801 - 804 View in Reaxys Pesson et al.; European Journal of Medicinal Chemistry; vol. 10; (1975); p. 567,570 View in Reaxys Rylski et al.; Acta Poloniae Pharmaceutica; vol. 28; (1971); p. 267,268 View in Reaxys Rylski et al.; Acta Poloniae Pharmaceutica; vol. 27; (1970); p. 357,359 View in Reaxys Sacha; Acta Poloniae Pharmaceutica; vol. 21; (1964); p. 369,373,376 View in Reaxys Ikeda; Yakugaku Zasshi; vol. 89; (1969); p. 677,685; ; vol. 71; nb. 61339; (1969) View in Reaxys Patent; Soc. Lab. Robert et. Carriere; FRM7644; (1970); ; vol. 76; nb. 140165; (1972) View in Reaxys Patent; U. S. Vit. Pharm.; BE617599; (1962); ; vol. 59; nb. 646; (1963) View in Reaxys Jilek et al.; Collection of Czechoslovak Chemical Communications; vol. 40; (1975); p. 3386,3391 View in Reaxys Nardi et al.; Journal of Medicinal Chemistry; vol. 14; (1971); p. 635,637 View in Reaxys Zikolova; Konstantinova; Farmatsiya (Sofia, Bulgaria); vol. 25; nb. 3; (1975); p. 1,5; ; (1966); ; vol. 84; nb. 59388v; (1976) View in Reaxys Mndzhoyan et al.; Armyanskii Khimicheskii Zhurnal; vol. 20; nb. 4; (1967); p. 289,290-295; ; vol. 68; nb. 29674n; (1968)
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View in Reaxys
Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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