2-Bromopyridine → HCID 60004110, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-[1-(3-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (10 g, 42.1 mmol), 2-bromopyridine (8 g, 50.6 mmol), potassium carbonate (powder, 14 g, 101 mmol) and copper iodide (325 mesh powder, 6 g, 31.6 mmol) was heated at 115° C. for 12 h. The reaction mixture was cooled to room temperature and concentrated in vacuo. CH2Cl2 (100 mL) was added, and the resulting reaction mixture was filtered. The filtrate was washed with H2O (3×50 mL) followed by brine (100 ml), dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with 2:1/Hexane:EtOAc to give the title product (12.1 g, 91% yield).

Provenance & Evidence