Methanesulfonyl chloride → HCID 86598337, compound

Participants

Reaction Steps

To a solution of 3,5-bis(trifluoromethyl)phenyl-[(3R,7R,8aS)-7-hydroxy-3-(1H-indol-3-ylmethyl)hexahydropyrrolo[1,2-a]pyrazin-2-yl]-methanone (0.54 g) in ethyl acetate (20 mL) was added diisopropylethylamine (2 mL) and methanesulfonyl chloride (0.2 mL). The resulting mixture was stirred overnight at room temperature and concentrated in vacuo. To the residue was added morpholine (4 mL) and the mixture was heated at 95° C. for 4 hours. The excess morpholine was removed in vacuo and the residue purified by preparative HPLC to afford 3,5-bis(trifluoromethyl)phenyl-[(3R,7S,8aS)-3-(1H-indol-3-ylmethyl)-7-(morpholin-4-yl)-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl]-methanone (81 mg). MH+ 581 (compound 6).

Provenance & Evidence