N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride → HCID 59598324, compound

HRID 2265946Notes

Reaction equation

HRID 2265946 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.[OH:16][CH2:17][C:18]1[C:23]([O:24][CH2:25][C:26](O)=[O:27])=[CH:22][CH:21]=[C:20]([CH3:29])[N:19]=1>>[F:15][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[NH:10][S:11]([CH3:14])(=[O:13])=[O:12])[CH2:3][NH:2][C:26](=[O:27])[CH2:25][O:24][C:23]1[C:18]([CH2:17][OH:16])=[N:19][C:20]([CH3:29])=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 68783996HCID 68783996, compound

Product 1

HCID 59598324HCID 59598324, compoundYield 88.1%

Procedure

N-(4-Aminomethyl-2-fluoro-phenyl)-methanesulfonamide HCl salt (270 mg, 1.00 mmol) was reacted with (2-hydroxymethyl-6-methyl-pyridin-3-yloxy)-acetic acid (200 mg) to give N-(3-fluoro-4-methanesulfonylamino-benzyl)-2-(2-hydroxymethyl-6-methyl-pyridin-3-yloxy)-acetamide (350 mg, 88%) after purification by column chromatography (Hex/EtOAc=10/1).

Sources & evidence

ORD record
ord-1fae10e217fd4bdeb5716dde1ce1a0de
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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