Potassium sodium tartarate → 2-Bromo-7-hydroxymethylimidazo[5,1-b]thiazole

A solution of ethyl 2-bromoimidazo[5,1-b] thiazole-7-carboxylate (52 mg, 0.19 mmol) in toluene (7 ml) was cooled to −78° C. A toluene solution of diisobutylaluminium hydride (1.01 M solution; 0.65 ml, 0.64 mmol) was added dropwise to the cooled solution, and the mixture was stirred at the same temperature for 40 min. After the completion of the reaction, a saturated aqueous potassium sodium tartrate solution was added thereto, and the mixture was stirred at room temperature for one hr and was extracted with ethyl acetate (5 ml×3). The organic layer was washed with saturated brine and was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure to give 2-bromo-7-hydroxymethylimidazo[5,1-b]thiazole (44 mg, 99%) as a white solid.

1. customAfter the completion of the reaction
2. stirringthe mixture was stirred at room temperature for one hr
3. extractionwas extracted with ethyl acetate (5 ml×3)
4. washThe organic layer was washed with saturated brine
5. dry with materialwas dried over anhydrous sodium sulfate
6. customthe solvent was removed by distillation under the reduced pressure

ORD record

ord-1cd86bb2bb4942b59a6979a2ed60012d

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07662841B2