Ethyl 3-(3-fluorophenyl)-5-methylisoxazole-4-carboxylate → (5-Methyl-3-pyridin-3-yl-isoxazol-4-yl)-methanol

HRID 332380Notes

Reaction equation

HRID 332380 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=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>>[CH3:11][C:10]1[O:9][N:8]=[C:7]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[C:6]=1[CH2:4][OH:3]

Participants

3

Reactant 2

HCID 22309060Ethyl 3-(3-fluorophenyl)-5-methylisoxazole-4-carboxylateHCID 22309064Ethyl 5-Methyl-3-(3-pyridyl)isoxazole-4-carboxylate

Product 1

HCID 68442705(5-Methyl-3-pyridin-3-yl-isoxazol-4-yl)-methanolYield 67%

Procedure

As described for example 88d, 5-methyl-3-pyridin-3-yl-isoxazole-4-carboxylic acid ethyl ester (7.9 g, 34 mmol), instead of 3-(3-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, was converted, to the title compound (4.3 g, 67%) which was obtained as a light yellow liquid. MS: m/e=191.3 [M+H]+.

Sources & evidence

ORD record
ord-af5aea8c6d5d42e89328eba51392a017
Source dataset
uspto-grants-2014_11
Patent number
US08877783B2

Reaction notes

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