4-Methylmorpholine → HCID 15951139, compound

Participants

Reaction Steps

The title compound is prepared substantially in accordance with the procedure for the free base of C-Phenyl-N-[4-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl]-methanesulfonamide hydrochloride (Example 21) using the title compound of Intermediate 8 (4-(4-methanesulfonyl-benzenesulfonylamino)-benzoic acid) (0.270 g, 0.761 mmol), oxalyl chloride (0.145 g, 1.14 mmol), 1 drop N,N-dimethylformamide, N-methylmorpholine (0.081 g, 0.8 mmol), and (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (0.115 g, 0.75 mmol) in a 1:1 mixture of dichloromethane/acetonitrile. The reaction is purified by radial chromatography to provide 0.338 g (90%) of the title compound as a white solid. MS (ES+) m/e 492.1 (M+1)+.

Provenance & Evidence