2-Aminopropanol → 5-{[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-2H-pyrazole-3-carboxylic acid (2-hydroxy-1-methyl-ethyl)-amide

HRID 1695501Notes

Reaction equation

HRID 1695501 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][NH:14][C:15]3[CH:16]=[C:17]([C:20]([OH:22])=O)[NH:18][N:19]=3)=[C:11]([CH3:23])[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH:24][CH2:25][CH:26]([NH2:28])[CH3:27]>>[OH:24][CH2:25][CH:26]([NH:28][C:20]([C:17]1[NH:18][N:19]=[C:15]([NH:14][CH2:13][C:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[N:9][O:10][C:11]=2[CH3:23])[CH:16]=1)=[O:22])[CH3:27]

Participants

3

Reactant 2

HCID 51262-AminopropanolHCID 666437645-{[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-2H-pyrazole-3-carboxylic acid

Product 1

HCID 497930875-{[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-2H-pyrazole-3-carboxylic acid (2-hydroxy-1-methyl-ethyl)-amideYield 32%

Procedure

As described for example 152, 5-{[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-amino}-2H-pyrazole-3-carboxylic acid was converted, using 2-hydroxy-1-methylethylamine instead of 2-hydroxy-2-methylpropylamine, to the title compound (13 mg, 32%) which was obtained as an off white solid. MS: m/e=374.4 [M+H]+.

Sources & evidence

ORD record
ord-34d24820b41643d2a1fec52f3154a916
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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