Ammonium formate → 7-Hydroxy-3-methyl-isothiazolo[4,5-c]pyridine-6-carboxylic acid butyl ester

反応式

[CH2:1]([O:5][C:6]([C:8]1[N:13]=[C:12](Br)[C:11]2[C:15]([CH3:18])=[N:16][S:17][C:10]=2[C:9]=1[OH:19])=[O:7])[CH2:2][CH2:3][CH3:4].C([O-])=O.[NH4+]>[Pd].CCO.CCOC(C)=O>[CH2:1]([O:5][C:6]([C:8]1[N:13]=[CH:12][C:11]2[C:15]([CH3:18])=[N:16][S:17][C:10]=2[C:9]=1[OH:19])=[O:7])[CH2:2][CH2:3][CH3:4]

参加物

実験手順

A mixture of 4-Bromo-7-hydroxy-3-methyl-isothiazolo[4,5-c]pyridine-6-carboxylic acid butyl ester (0.19 mmol), 10% Pd/C (33 mg), ammonium formate (9.7 mmol), and EtOH/EtOAc (1:1, 1.9 mL) was refluxed with stirring for 4 h. After cooling to r.t. the mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica gel. Eluting with 0-20% EtOAc/CH2Cl2 gave the title compound (35.4 mg) as a white solid: MS (m/z) 267.2 (M+1).