4-Oxo-1-phenylcyclohexylamine hydrochloride → (RS)-N-(4-Oxo-1-phenylcyclohexyl)-alpha-methyl-alpha-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetamide

HRID 852680Notes

Reaction equation

HRID 852680 reaction equation
[CH3:1][C:2]([CH2:20][CH:21]=[CH2:22])([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]([OH:5])=O.Cl.[O:24]=[C:25]1[CH2:30][CH2:29][C:28]([NH2:37])([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:27][CH2:26]1>>[O:24]=[C:25]1[CH2:26][CH2:27][C:28]([NH:37][C:3](=[O:5])[C:2]([CH3:1])([CH2:20][CH:21]=[CH2:22])[C:6]2[CH:7]=[C:8]([C:16]([F:17])([F:18])[F:19])[CH:9]=[C:10]([C:12]([F:14])([F:15])[F:13])[CH:11]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:29][CH2:30]1

Participants

3

Reactant 2

HCID 219552264-Oxo-1-phenylcyclohexylamine hydrochlorideHCID 86594174(RS)-alpha-Methyl-alpha-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetic Acid

Product 1

HCID 86594177(RS)-N-(4-Oxo-1-phenylcyclohexyl)-alpha-methyl-alpha-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetamide

Procedure

Prepared from (RS)-α-methyl-α-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetic acid (Description 10) and 4-oxo-1-phenylcyclohexylamine hydrochloride (Description 3) according to the method of Description 11. 1H NMR (360 MHz, CDCl3) δ 7.81 (1H, s), 7.71 (2H, s), 7.35-7.27 (5H, m), 5.58 (1H, br s), 5.57-5.45 (1H, m), 5.09-5.03 (2H, m), 2.81-2.73 (2H, m), 2.66-2.60 (2H, m), 2.48-2.30 (6H, m), and 1.63 (3H, s).

Sources & evidence

ORD record
ord-237b8d4454c249e5bf6f7be3663f64a6
Source dataset
uspto-grants-2007_08
Patent number
US07253205B2

Reaction notes

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