1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine (3-MeO-PCP) [C18H27NO]

Page 1

Query Query

1. Query O

N

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Date

7 reactions in Reaxys

2018-03-25 13h:03m:51s (EST)

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N

N

N

HO

O

N

Rx-ID: 1469174 View in Reaxys 1/7 Yield

Conditions & References in diethyl ether, ethanol, Time= 0.5h, Ambient temperature Masumoto; Takeuchi; Ohta; Hirobe; Chemical and Pharmaceutical Bulletin; vol. 37; nb. 7; (1989); p. 1788 - 1794 View in Reaxys

O

N

Rx-ID: 6429863 View in Reaxys 2/7 Yield

Conditions & References Cyclohexanoncyanhydrin, Piperidin, m-Methoxyphenylmagnesiumbromid Geneste et al.; European Journal of Medicinal Chemistry; vol. 14; (1979); p. 301,302 View in Reaxys

H N N

O

Rx-ID: 30499110 View in Reaxys 3/7 Yield

Conditions & References Reaction Steps: 2 1: toluene / 12 h / 130 °C 2: tetrahydrofuran / -78 - 20 °C in tetrahydrofuran, toluene Zarantonello, Paola; Bettini, Ezio; Paio, Alfredo; Simoncelli, Chiara; Terreni, Silvia; Cardullo, Francesco; Bioorganic and Medicinal Chemistry Letters; vol. 21; nb. 7; (2011); p. 2059 - 2063 View in Reaxys

Br N

Mg

O

N

N

O

N

N

Rx-ID: 30499145 View in Reaxys 4/7 Yield

Conditions & References in tetrahydrofuran, T= -78 - 20 °C Zarantonello, Paola; Bettini, Ezio; Paio, Alfredo; Simoncelli, Chiara; Terreni, Silvia; Cardullo, Francesco; Bioorganic and Medicinal Chemistry Letters; vol. 21; nb. 7; (2011); p. 2059 - 2063 View in Reaxys

Copyright © 2018 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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O

N

O

Rx-ID: 30499203 View in Reaxys 5/7 Yield

Conditions & References Reaction Steps: 2 1: toluene / 12 h / 130 °C 2: tetrahydrofuran / -78 - 20 °C in tetrahydrofuran, toluene Zarantonello, Paola; Bettini, Ezio; Paio, Alfredo; Simoncelli, Chiara; Terreni, Silvia; Cardullo, Francesco; Bioorganic and Medicinal Chemistry Letters; vol. 21; nb. 7; (2011); p. 2059 - 2063 View in Reaxys

H 311C

I

HO

H 11 3 C

N

O

Cl

N

H

Rx-ID: 5050985 View in Reaxys 6/7 Yield 92 %

Conditions & References With sodium hydride in N,N-dimethyl-formamide, Time= 0.0833333h, T= -50 - 50 °C , Methylation Haradahira, Terushi; Sasaki, Sigeki; Maeda, Minoru; Kobayashi, Kaoru; Inoue, Osamu; Tomita, Urara; Nishikawa, Toru; Suzuki, Kazutoshi; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 41; nb. 9; (1998); p. 843 - 858 View in Reaxys

Br

Br O

H 2N

N

O

Cl

H

Rx-ID: 5049048 View in Reaxys 7/7 Yield 72 %

Conditions & References With potassium carbonate in N,N-dimethyl-formamide, Time= 48h, T= 60 °C , Addition, cyclization Haradahira, Terushi; Sasaki, Sigeki; Maeda, Minoru; Kobayashi, Kaoru; Inoue, Osamu; Tomita, Urara; Nishikawa, Toru; Suzuki, Kazutoshi; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 41; nb. 9; (1998); p. 843 - 858 View in Reaxys

Copyright © 2018 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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