3-Pyridin-2-yl-isoxazole-4-carboxylic acid ethyl ester → 3-Pyridin-2-yl-isoxazole-4-carboxylic acid

HRID 600502Notes

Reaction equation

HRID 600502 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[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>>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:10][O:9][N:8]=1

Participants

3

Reactant 2

HCID 666437583-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 666435283-Pyridin-2-yl-isoxazole-4-carboxylic acidYield 79%

Procedure

As described for example 17a, 3-pyridin-2-yl-isoxazole-4-carboxylic acid ethyl ester (9.6 g, 44 mmol), instead of 5-[3-(4-chloro-phenyl)-isoxazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester, was converted to the title compound (6.5 g, 79%) which was obtained as an off-white solid. MS: m/e=189.3 [M−H]−.

Sources & evidence

ORD record
ord-1a9257810eb24981a97cdfde4b95ca80
Source dataset
uspto-grants-2011_03
Patent number
US07902201B2

Reaction notes

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