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

HRID 1444189Notes

Reaction equation

[Br:1][C:2]1[S:6][C:5]2=[C:7]([CH2:10][OH:11])[N:8]=[CH:9][N:4]2[CH:3]=1.O=O>C(OCC)(=O)C>[Br:1][C:2]1[S:6][C:5]2=[C:7]([CH:10]=[O:11])[N:8]=[CH:9][N:4]2[CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

5% Ru/Al2O3 (101 mg, 0.5 mmol) was added to a solution of 2-bromo-7-hydroxymethylimidazo[5,1-b] thiazole (23 mg, 0.1 mmol) in ethyl acetate (2 ml). The air in the system was replaced with oxygen, and the mixture was stirred at 80° C. for 18 hr. The solvent was removed by distillation under the reduced pressure. 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 (19 mg, 82%) as a white solid.

Workup

customThe solvent was removed by distillation under the reduced pressure
customThe residue was purified by column chromatography on silica gel (ethyl acetate:methanol=60:1)

Sources & evidence

ORD record: ord-ac7dfaa2b1ec4552927a5f44a8384bb4
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662841B2

Reaction notes

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