Morpholine → HCID 11519961, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3,5-bis(trifluoromethyl)phenyl-[(3R,9aR)-7-bromo-3-(1H-indol-3-ylmethyl)-octahydropyrido[1,2-a]pyrazin-2-yl]-methanone (2.94 g) and morpholine (0.92 mL) in acetonitrile (100 mL) was heated at 80° C. for 40 hours. After cooling to room temperature the mixture was concentrated in vacuo and the residue purified by flash-chromatography (SiO2, CH2Cl2/MeOH/NH4OH 980:18.75:1.25) to afford 3,5-bis(trifluoromethyl)phenyl-[(3R,7R,9aR)-3-(1H-indol-3-ylmethyl)-7-morpholin-4-yl-octahydropyrido[1,2-a]pyrazin-2-yl]-methanone (1.6 g, Rf 0.33 (CH2Cl2/MeOH/NH4OH 92:7.5:0.5)) (compound 13) and 3,5-bis(trifluoromethyl)phenyl-[(3R,7S,9aR)-3-(1H-indol-3-ylmethyl)-7-morpholin-4-yl-octahydropyrido[1,2-a]pyrazin-2-yl]-methanone (1.28 g, Rf 0.27 (CH2Cl2/MeOH/NH4OH 92:7.5:0.5)) (compound 14).

Provenance & Evidence