3,5-Bis(trifluoromethyl)benzoyl chloride → N-(2'-Chloro-3'-fluoro-[4,4']bipyridinyl-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

HRID 878034Notes

Reaction equation

HRID 878034 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[NH:15][CH3:16])[CH:5]=[CH:4][N:3]=1.[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]>>[Cl:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[N:15]([CH3:16])[C:22](=[O:23])[C:21]2[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]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 86670705(2'-Chloro-3'-fluoro-[4,4]bipyridinyl-3-yl)-methyl-amine

Product 1

HCID 60197498N-(2'-Chloro-3'-fluoro-[4,4']bipyridinyl-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

Procedure

The title compound was prepared in analogy to example 55, from (2′-chloro-3′-fluoro-[4,4]bipyridinyl-3-yl)-methyl-amine and 3,5-bis(trifluoromethyl)benzoyl chloride (CAS RN 1271-19-8) and using preparative HPLC for the chromatographic purification. Off-white solid (12%). MS (ESI): m/z=478.0 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-dd3230f19e0c450591edecbc62430df8
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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