N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride → HCID 72335638, compound

HRID 2265977Notes

Reaction equation

HRID 2265977 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[N:22]=[CH:21][C:20]([CH:23]=[CH:24][C:25](O)=[O:26])=[C:19]([C:28]([F:31])([F:30])[F:29])[CH:18]=1>>[Cl:16][C:17]1[N:22]=[CH:21][C:20]([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])=[C:19]([C:28]([F:31])([F:29])[F:30])[CH:18]=1

Participants

3

Reactant 2

HCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 86625528HCID 86625528, compound

Product 1

HCID 72335638HCID 72335638, compoundYield 52.3%

Procedure

N-(4-Aminomethyl-2-fluoro-phenyl)-methanesulfonamide HCl salt (59 mg, 0.23 mmol) was reacted with 3-(6-chloro-4-trifluoromethyl-pyridin-3-yl)-acrylic acid (50 mg, 1.0 eq) to give 3-(6-chloro-4-trifluoromethyl-pyridin-3-yl)-N-(3-fluoro-4-methanesulfonylamino-benzyl)-acrylamide (47 mg, 49.0%) after purification by column chromatography (Hex/EtOAc=4/5).

Sources & evidence

ORD record
ord-93b019ce9b244a5dac7d2c4df62c3b75
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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