N-[4-(aminomethyl)-2,6-difluorophenyl]methanesulfonamide hydrochloride → 3-(6-tert-Butyl-pyridin-3-yl)-N-(3,5-difluoro-4-methane sulfonylamino-benzyl)-acrylamide

HRID 2265959Notes

Reaction equation

HRID 2265959 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[C:8]([F:10])[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:6]([F:16])[CH:5]=1.[C:17]([C:21]1[N:26]=[CH:25][C:24]([CH:27]=[CH:28][C:29](O)=[O:30])=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>>[C:17]([C:21]1[N:26]=[CH:25][C:24]([CH:27]=[CH:28][C:29]([NH:2][CH2:3][C:4]2[CH:5]=[C:6]([F:16])[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:8]([F:10])[CH:9]=2)=[O:30])=[CH:23][CH:22]=1)([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 21097523N-[4-(aminomethyl)-2,6-difluorophenyl]methanesulfonamide hydrochlorideHCID 534160253-(6-Tert-butyl-pyridin-3-yl)-acrylic acid

Product 1

HCID 687802513-(6-tert-Butyl-pyridin-3-yl)-N-(3,5-difluoro-4-methane sulfonylamino-benzyl)-acrylamideYield 79%

Procedure

N-(4-Aminomethyl-2,6-difluoro-phenyl)-methanesulfonamide HCl salt (50 mg, 0.18 mmol) was reacted with 3-(6-tert-butyl-pyridin-3-yl)-acrylic acid (37 mg) to give the title compound (60 mg, 79%) after purification by column chromatography (Hex/EtOAc=1/2).

Sources & evidence

ORD record
ord-ed4080ac3427445ea98c44ba86cf48f7
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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