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

HRID 332055

Reaction equation

HRID 332055 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(=O)[C@@H](NC(C1C=NC(OCC2C(C3C=CC=CC=3)=NOC=2C)=CC=1)=O)CC1C=CC=CC=1>>[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 68444088(S)-2-{[6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridine-3-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

Product 1

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

Procedure

As described for example 231, 3-pyridin-2-yl-isoxazole-4-carboxylic acid ethyl ester (9.6 g, 44 mmol), instead of (S)-2-{[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridine-3-carbonyl]-amino}-3-phenyl-propionic 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-1b5504994f6d46ce81ac6123ddf30f71
Source dataset
uspto-grants-2014_11
Patent number
US08877782B2

Linked notes

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