DL-2-(4-chlorophenyl)propanoic acid → N-(2-chloro-3-trifluoromethylbenzyl)-2-(4-chlorophenyl)propionamide

HRID 902731Notes

Reaction equation

HRID 902731 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[Cl:13][C:14]1[C:32]([C:33]([F:36])([F:35])[F:34])=[CH:31][CH:30]=[CH:29][C:15]=1[CH2:16][NH:17]C(=O)C(C1C=CC=CC=1Cl)C>>[Cl:13][C:14]1[C:32]([C:33]([F:34])([F:35])[F:36])=[CH:31][CH:30]=[CH:29][C:15]=1[CH2:16][NH:17][C:9](=[O:11])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[CH3:12]

Participants

3

Reactant 2

HCID 102525DL-2-(4-chlorophenyl)propanoic acidHCID 69254638N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide

Product 1

HCID 69253466N-(2-chloro-3-trifluoromethylbenzyl)-2-(4-chlorophenyl)propionamideYield 32%

Procedure

The titled compound was prepared from 2-(4-Chlorophenyl)propionic acid in 32% yield in the same manner as the preparation of N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide in Example 184b. MS (ESI) 376 (MH+).

Sources & evidence

ORD record
ord-875beb105839407a889e58136f42c7fd
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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