2-Bromo-7-hydroxymethylimidazo[5,1-b]thiazole → 2-Bromoimidazo[5,1-b]thiazole-7-carbaldehyde

A solution of 2-bromo-7-hydroxymethylimidazo [5,1-b]thiazole (44 mg, 0.19 mmol) in dichloromethane (4 ml) was added to a suspension of pyridinium chlorochromate (121 mg, 0.56 mmol) in dichloromethane (2 ml), and the mixture was stirred at room temperature for 30 min. After the completion of the reaction, the reaction solution was diluted with diethyl ether, anhydrous magnesium sulfate was added thereto, and the mixture was stirred at room temperature for additional 10 min. The reaction mixture was filtered through Celite. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate:methanol=60:1) to give 2-bromoimidazo[5,1-b]thiazole-7-carbaldehyde (8 mg, 18%) as a white solid.

1. customAfter the completion of the reaction
2. additionwas added
3. stirringthe mixture was stirred at room temperature for additional 10 min
4. filtrationThe reaction mixture was filtered through Celite
5. customThe solvent was removed by distillation under the reduced pressure
6. customthe residue was purified by column chromatography on silica gel (ethyl acetate:methanol=60:1)

ORD record

ord-acde176a0c6948dbae051a54570d33e1

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07662841B2