Ethyl 3-(2,4-difluorophenyl)-5-methylisoxazole-4-carboxylate → [3-(2,4-Difluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanol

HRID 1521237Notes

Reaction equation

HRID 1521237 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=2[F:19])=[N:8][O:9][C:10]=1[CH3:11])=O)C.C(OC(C1C(C2C=CC=CC=2F)=NOC=1C)=O)C>>[F:19][C:13]1[CH:14]=[C:15]([F:18])[CH:16]=[CH:17][C:12]=1[C:7]1[C:6]([CH2:4][OH:3])=[C:10]([CH3:11])[O:9][N:8]=1

Participants

3

Reactant 2

HCID 18756262Ethyl 3-(2,4-difluorophenyl)-5-methylisoxazole-4-carboxylateHCID 68442729Ethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

Product 1

HCID 68443314[3-(2,4-Difluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanolYield 39%

Procedure

As described for example 84d, 3-(2,4-difluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (61.9 g, 232 mmol) was converted, instead of 3-(2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, to the title compound (20.3 g, 39%) which was obtained as a light brown solid. MS: m/e=284.1 [M+OAc]−.

Sources & evidence

ORD record
ord-84d3799855a64b79a145de770431f8b9
Source dataset
uspto-grants-2015_07
Patent number
US09073908B2

Reaction notes

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