1-Aminopiperidine → 5-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid piperidin-1-ylamide

HRID 1695336Notes

Reaction equation

HRID 1695336 reaction equation
CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[NH2:25][N:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1>>[N:26]1([NH:25][C:3]([C:5]2[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]3[C:13]([C:18]4[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=4)=[N:14][O:15][C:16]=3[CH3:17])[CH:9]=2)=[O:4])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

3

Reactant 2

HCID 166581-AminopiperidineHCID 666438345-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 497929235-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid piperidin-1-ylamideYield 65%

Procedure

As described for example 8b, 5-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.3 mmol) was converted, using 1-aminopiperidine instead of 4-aminomorpholine, to the title compound (78 mg, 65%), which was obtained as a white solid. MS: m/e=400.2 [M+H]+.

Sources & evidence

ORD record
ord-aaf691835c414dcb9274593e6430f290
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

Loading…