Bromine → HCID 67431988, compound

Participants

Reaction Steps

Bromine (0.071 mL, 1.383 mmol) was added dropwise to a stirred mixture of the product of Step 1 (180 mg, 0.576 mmol) and sodium acetate (236 mg, 2.88 mmol) in acetic acid (2.31 mL), and the mixture was stirred at room temperature for 2 h. Acetic acid was removed by evaporation under vacuum and the residue was treated with saturated NaHCO3 solution, and extracted with ethyl acetate (×3). The combined organic fractions were washed with brine, dried (Na2SO4), concentrated, and purified by flash chromatography to give tert-butyl 4-[1-(5-bromo-1,3-thiazol-2-yl)-1-hydroxyethyl]piperidine-1-carboxylate (87 mg, 0.222 mmol, 38.6%). APCI: [M+H]+ m/z 379.1.

Provenance & Evidence