N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride → HCID 68783038, compound

HRID 2265972Notes

Reaction equation

HRID 2265972 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.[N:16]1([C:22]2[C:27]([CH:28]=[CH:29][C:30](O)=[O:31])=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>>[F:15][C:6]1[C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[CH:8][CH:9]=[C:4]([CH:5]=1)[CH2:3][NH:2][C:30](=[O:31])[CH:29]=[CH:28][C:27]1[C:22]([N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)=[N:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 68782587HCID 68782587, compound

Product 1

HCID 68783038HCID 68783038, compoundYield 70.1%

Procedure

N-(4-Aminomethyl-2-fluoro-phenyl)-methanesulfonamide HCl salt (57 mg, 0.22 mmol) was reacted with 3-(2-morpholin-4-yl-pyridin-3-yl)-acrylic acid (52 mg, 1.0 eq) to give N-(5-fluoro-4-methanesulfonylamino-benzyl)-3-(2-morpholin-4-yl-pyridin-3-yl)-acrylamide (67 mg, 69.5%) after purification by column chromatography (Hex/EtOAc=1/7).

Sources & evidence

ORD record
ord-c9a9120c547c48fd9f1d1fc9a102aa0a
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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