[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanol → 5-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester

HRID 1695412Notes

Reaction equation

HRID 1695412 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][OH:14])=[C:11]([CH3:15])[O:10][N:9]=2)=[N:6][CH:7]=1.[CH3:16][O:17][C:18]([C:20]1[N:21](C)[N:22]=[C:23](O)[CH:24]=1)=[O:19]>>[CH3:16][O:17][C:18]([C:20]1[NH:21][N:22]=[C:23]([O:14][CH2:13][C:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][N:6]=3)=[N:9][O:10][C:11]=2[CH3:15])[CH:24]=1)=[O:19]

Participants

3

Reactant 2

HCID 66599256[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanolHCID 178498598HCID 178498598, compound

Product 1

HCID 666438035-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl esterYield 47%

Procedure

As described for example 17d, [3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanol (1.03 g, 4.95 mmol), using 5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester instead of 5-hydroxy-2H-pyrazole-3-carboxylic acid methyl ester, was converted to the title compound (770 mg, 47%) which was obtained as a white solid. MS: m/e=333.2 [M+H]+.

Sources & evidence

ORD record
ord-f3e5e2a6d0784cbe9dccb076cfe45f54
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

Loading…