3,5-Bis(trifluoromethyl)benzoyl chloride → N-[4-(2-Ethyl-phenyl)-pyridin-3-yl]-N-methyl-3,5-bis-trifluoromethyl-benzamide

HRID 878191Notes

Reaction equation

HRID 878191 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[NH:15][CH3:16])[CH3:2].[F:17][C:18]([F:33])([F:32])[C:19]1[CH:20]=[C:21]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[C:22](Cl)=[O:23]>>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[N:15]([CH3:16])[C:22](=[O:23])[C:21]1[CH:20]=[C:19]([C:18]([F:33])([F:32])[F:17])[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=1)[CH3:2]

Participants

3

Reactant 2

HCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 70663292HCID 70663292, compound

Product 1

HCID 86670779N-[4-(2-Ethyl-phenyl)-pyridin-3-yl]-N-methyl-3,5-bis-trifluoromethyl-benzamide

Procedure

The title compound was prepared in analogy to example 72, intermediate, from [4-(2-ethyl-phenyl)-pyridin-3-yl]-methyl-amine and 3,5-bis(trifluoromethyl)benzoyl chloride (CAS RN 1271-19-8) and a gradient of n-heptane:EtOAc (100:0 to 40:60) for the chromatographic purification. Light yellow solid (54%). MS (ESI): m/z=453.139 [M+H]+.

Workup

  1. customa gradient of n-heptane:EtOAc (100:0 to 40:60) for the chromatographic purification

Sources & evidence

ORD record
ord-0b7ff866606441298d9ffad89663065b
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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