3-(5-Fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acid → [3-(5-Fluoro-pyridin-2-yl)-isoxazol-4-yl]-methanol

HRID 548932Notes

Reaction equation

HRID 548932 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([C:13](O)=[O:14])=[CH:11][O:10][N:9]=2)=[N:6][CH:7]=1.CC1ON=C(C2C=CN=CN=2)C=1C(O)=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][OH:14])=[CH:11][O:10][N:9]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 671578103-(5-Fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acidHCID 671578195-Methyl-3-pyrimidin-4-yl-isoxazole-4-carboxylic acid

Product 1

HCID 66643813[3-(5-Fluoro-pyridin-2-yl)-isoxazol-4-yl]-methanolYield 70%

Procedure

As described for example 114g, 3-(5-fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acid (562 mg, 2.7 mmol) was converted, instead of 5-methyl-3-pyrimidin-4-yl-isoxazole-4-carboxylic acid, to the title compound (367 mg, 70%) which was obtained as an off white solid. MS: m/e=195.2 [M+H]+.

Sources & evidence

ORD record
ord-5accd98b26074863ba46461d5544b15a
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

Loading…