Pyridine → 5-(Acetylamino)methylimidazo[5,1-b]thiazole

Reaction equation

[NH2:1][CH2:2][C:3]1[N:10]2[C:6]([S:7][CH:8]=[CH:9]2)=[CH:5][N:4]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12].N1C=CC=CC=1>C(Cl)Cl>[C:11]([NH:1][CH2:2][C:3]1[N:10]2[C:6]([S:7][CH:8]=[CH:9]2)=[CH:5][N:4]=1)(=[O:13])[CH3:12]

Participants

Procedure

To a solution of 150 mg (0.98 mmol) of 5-aminomethylimidazo[5,1-b]thiazole in 1 ml of methylene chloride were added 1 ml of acetic anhydride and 0.5 ml of pyridine, and the mixture was stirred overnight at room temperature. The reaction solution was concentrated. The residue was dissolved in methylene chloride, and washed with water. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography using silica gel, eluting with ethyl acetate to give 159 mg (yield 83%) of the title compound as colorless crystals.