Water → 2-Bromoimidazo[5,1-b]thiazole

Temperature

180 °C

Water (2.5 μl, 0.14 mmol) was added to a solution of methyl 2-bromoimidazo[5,1-b]thiazole-7-carboxylate (36 mg, 0.14 mmol) and lithium iodide (73 mg, 0.55 mmol) in dimethyl sulfoxide (8 ml) solution, and the mixture was stirred at 180° C. for 2 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate (5 ml×3). The organic layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1) to give 2-bromoimidazo[5,1-b]thiazole (4.5 mg, 16%) as a white solid.

1. extractionthe mixture was extracted with ethyl acetate (5 ml×3)
2. washThe organic layer was washed with saturated brine
3. dry with materialwas dried over anhydrous sodium sulfate
4. customThe solvent was removed by distillation under the reduced pressure
5. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1)

ORD record

ord-197539eccaa0465dbe1b6e71ed8df7ae

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07662841B2