Tert-Butylamine → 5-[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid tert-butylamide

HRID 1695350Notes

Reaction equation

HRID 1695350 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][N:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[C:25]([NH2:29])([CH3:28])([CH3:27])[CH3:26]>>[C:25]([NH:29][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][N:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4])([CH3:28])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 666438035-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 497928955-[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid tert-butylamideYield 22%

Procedure

As described for example 17e, 5-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.3 mmol) was converted, using tert-butylamine instead of 2,2,2-trifluoroethylamine, to the title compound (25 mg, 22%) which was obtained as a white solid. MS: m/e=374.1 [M+H]+.

Sources & evidence

ORD record
ord-d0ad8c82d0e842efa3821f91af85f79f
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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