Carbon tetrabromide → HCID 86598339, compound

Participants

Reaction Steps

To a suspension of 3,5-bis(trifluoromethyl)phenyl-[(3R,7S,9aR)-7-hydroxy-3-(1H-indol-3-ylmethyl)-octahydropyrido[1,2-a]pyrazin-2-yl]-methanone (3.85 g) in acetonitrile was added carbon tetrabromide (11.6 g) and triphenylphosphine (9.18 g), the resulting mixture was stirred at room temperature overnight. The formed precipitate was removed by filtration and the filtrate was concentrated in vacuo. The residue was purified by flash-chromatography (SiO2, CH2Cl2/MeOH 98:2) to afford 3,5-bis(trifluoromethyl)phenyl-[(3R,9aR)-7-bromo-3-(1H-indol-3-ylmethyl)-octahydropyrido[1,2-a]pyrazin-2-yl]-methanone (3.5 g). MH+ 588, Rf 0.38 (CH2Cl2/MeOH 97:3) (intermediate 17).

Provenance & Evidence