2-(3,5-Bis(trifluoromethyl)phenyl)propanoic acid → N-[1-Phenyl-4-oxocyclohexyl]-2-[3,5-bis(trifluoromethyl)phenyl]propionamide

HRID 2213055Notes

Reaction equation

HRID 2213055 reaction equation
[CH3:1][CH:2]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([C:16]([F:19])([F:18])[F:17])[CH:7]=1)[C:3](O)=[O:4].Cl.[O:21]=[C:22]1[CH2:27][CH2:26][C:25]([NH2:34])([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:24][CH2:23]1>>[CH3:1][CH:2]([C:6]1[CH:7]=[C:8]([C:16]([F:17])([F:19])[F:18])[CH:9]=[C:10]([C:12]([F:14])([F:15])[F:13])[CH:11]=1)[C:3]([NH:34][C:25]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:24][CH2:23][C:22](=[O:21])[CH2:27][CH2:26]1)=[O:4]

Participants

3

Reactant 2

HCID 115220582-(3,5-Bis(trifluoromethyl)phenyl)propanoic acidHCID 219552264-Oxo-1-phenylcyclohexylamine hydrochloride

Product 1

HCID 21955177N-[1-Phenyl-4-oxocyclohexyl]-2-[3,5-bis(trifluoromethyl)phenyl]propionamide

Procedure

Prepared from (RS)-α-methyl-3,5-bis(trifluoromethyl)benzeneacetic acid (Description 4) and 4-oxo-1-phenylcyclohexylamine hydrochloride (Description 18) according to the method of Example 1. 1H NMR (400 MHz, CDCl3) δ 7.80 (1H, s), 7.72 (2H, s), 7.29 (5H, m), 5.71 (1H, s), 3.70 (1H, q, J 7.0 Hz), 2.81 (1H, m), 2.64 (1H, m), 2.47–2.04 (5H, m), 1.60 (1H, m), and 1.52 (3H, d, J 7.0 Hz).

Sources & evidence

ORD record
ord-f5846a35fd7d475e9085eff0dd6bf4c1
Source dataset
uspto-grants-2006_09
Patent number
US07105507B2

Reaction notes

Loading…