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

HRID 331845Notes

Reaction equation

HRID 331845 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[CH:13]=2)=[N:8][O:9][C:10]=1[CH3:11])=O)C.C(OC(C1C(C2C=CC=C(F)C=2)=NOC=1C)=O)C>>[F:19][C:14]1[CH:13]=[C:12]([C:7]2[C:6]([CH2:4][OH:3])=[C:10]([CH3:11])[O:9][N:8]=2)[CH:17]=[CH:16][C:15]=1[F:18]

Participants

3

Reactant 2

HCID 22309060Ethyl 3-(3-fluorophenyl)-5-methylisoxazole-4-carboxylateHCID 57466747Ethyl 3-(3,4-difluorophenyl)-5-methylisoxazole-4-carboxylate

Product 1

HCID 68458249[3-(3,4-Difluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanolYield 99.6%

Procedure

As described for example 88d, 3-(3,4-difluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (28.5 g, 107 mmol), instead of 3-(3-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, was converted to the title compound (24.0 g, 48%) which was obtained as a light yellow solid. MS: m/e=226.2 [M+H]′.

Sources & evidence

ORD record
ord-e6d890bc7cf742d7ac319210d59773e6
Source dataset
uspto-grants-2014_11
Patent number
US08877782B2

Reaction notes

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