N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride → 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-fluoro-4-methanesulfonylamino-benzyl)-acrylamide

HRID 2265969Notes

Reaction equation

HRID 2265969 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:6]([F:15])[CH:5]=1.[Cl:16][C:17]1[C:22]([CH:23]=[CH:24][C:25](O)=[O:26])=[CH:21][CH:20]=[C:19]([C:28]([F:31])([F:30])[F:29])[N:18]=1>>[Cl:16][C:17]1[C:22]([CH:23]=[CH:24][C:25]([NH:2][CH2:3][C:4]2[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:6]([F:15])[CH:5]=2)=[O:26])=[CH:21][CH:20]=[C:19]([C:28]([F:29])([F:30])[F:31])[N:18]=1

Participants

3

Reactant 2

HCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 723356323-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acid

Product 1

HCID 723356643-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-fluoro-4-methanesulfonylamino-benzyl)-acrylamideYield 98%

Procedure

N-(4-Aminomethyl-2-fluoro-phenyl)-methanesulfonamide HCl salt (467 mg, 1.84 mmol) was reacted with 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acid (420 mg, 1.67 mmol) to give the title compound (737 mg, 98%).

Sources & evidence

ORD record
ord-3b56b478537f4b6eb1c6e8fa08386e03
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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