3-(5-Fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acid ethyl ester → 3-(5-Fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acid

HRID 548931Notes

Reaction equation

HRID 548931 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][N:12]=2)=[N:8][O:9][CH:10]=1)=[O:5])C.COC(C1C=NC(OCC2C(C3C=CC(Cl)=CC=3)=NOC=2)=CN=1)=O>>[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:7]2[C:6]([C:4]([OH:5])=[O:3])=[CH:10][O:9][N:8]=2)=[N:12][CH:13]=1

Participants

3

Reactant 2

HCID 666436143-(5-Fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acid ethyl esterHCID 671578395-[3-(4-Chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 671578103-(5-Fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acidYield 67%

Procedure

As described for example 112a, 3-(5-fluoro-pyridin-2-yl)-isoxazole-4-carboxylic acid ethyl ester (1.0 g, 4.23 mmol) was converted, instead of 5-[3-(4-chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester, to the title compound (587 mg, 67%) which was obtained as a dark brown solid. MS: m/e=207.1 [M−H]−.

Sources & evidence

ORD record
ord-973ed1ab6efa4c2fa32060bf88254aca
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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