(3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

Base Information

Chemical Name:(3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride
CAS No.:1076230-18-6
Molecular Formula:C₂₄H₂₅F₇N₂O*ClH
Molecular Weight:526.925
Hs Code.:

Synonyms:(3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

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Chemical Property of (3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

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Technology Process of (3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

There total 9 articles about (3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: tert-butyl (3S,4S)-4-[((1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl)(methyl)carbamoyl]-3-(4-fluoro-2-methylphenyl)piperidine-1-carboxylate

: 1076230-18-6
(3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

Guidance literature:: With hydrogenchloride; In water; ethyl acetate; at 20 ℃;
DOI:10.1016/j.bmc.2011.11.048

Reference yield:

: 40175-06-2
ethyl 1-methyl-1,2,5,6-tetrahydropyridine-4-carboxylate

: 1076230-18-6
(3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper(l) iodide / diethyl ether / -10 - 0 °C

1.2: -50 - 10 °C

2.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 1 h / Reflux

2.2: 2 h / 80 °C

2.3: 14 h / 20 °C

3.1: sodium methylate / methanol / 3 h / Reflux

3.2: 3 h / 50 °C

4.1: acetone / 2 h / 20 °C

5.1: citric acid / water; ethyl acetate / 1 h / 20 °C

6.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 5 °C / Inert atmosphere

6.2: 5 - 20 °C

7.1: hydrogenchloride / water; ethyl acetate / 20 °C

With hydrogenchloride; copper(l) iodide; oxalyl dichloride; carbonochloridic acid 1-chloro-ethyl ester; sodium methylate; citric acid; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmc.2011.11.048

Reference yield:

: (3S,4S)-1-(tert-butoxycarbonyl)-3-(4-fluoro-2-methylphenyl)piperidine-4-carboxylic acid

: 1076230-18-6
(3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 5 °C / Inert atmosphere

1.2: 5 - 20 °C

2.1: hydrogenchloride / water; ethyl acetate / 20 °C

With hydrogenchloride; oxalyl dichloride; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.11.048