3-(4-Fluoro-phenyl)-isoxazole-4-carboxylic acid → (3-Pyridin-2-yl-isoxazol-4-yl)-methanol

HRID 332056Notes

Reaction equation

HRID 332056 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:11]([C:12](O)=[O:13])=[CH:10][O:9][N:8]=1.FC1C=CC(C2C(C(O)=O)=CON=2)=CC=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:11]([CH2:12][OH:13])=[CH:10][O:9][N:8]=1

Participants

3

Reactant 2

HCID 234478853-(4-Fluoro-phenyl)-isoxazole-4-carboxylic acidHCID 666435283-Pyridin-2-yl-isoxazole-4-carboxylic acid

Product 1

HCID 66643571(3-Pyridin-2-yl-isoxazol-4-yl)-methanolYield 76.1%

Procedure

As described for example 323e, 3-pyridin-2-yl-isoxazole-4-carboxylic acid (39.0 g, 200 mmol) was converted, instead of 3-(4-fluoro-phenyl)-isoxazole-4-carboxylic acid, to the title compound (26.8 g, 76%) which was obtained as a white solid. MS: m/e=177.2 [M]+.

Sources & evidence

ORD record
ord-111e41608c5b4d189d67dbd76863288e
Source dataset
uspto-grants-2014_11
Patent number
US08877782B2

Reaction notes

Loading…