Pyridine → HCID 57920211, compound

Participants

Reaction Conditions

Reaction Steps

Preparation of tert-butyl 4-methyl-4-(3-sulfamoylphenylcarbamoyl)piperidine-1-carboxylate. To a solution of 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (60 mg, 0.25 mmol) in dichloroethane (2.0 mL) were added DMF (2 drops) and pyridine (78 mg, 0.99 mmol), followed by oxalyl chloride (31 mg, 0.25 mmol). The mixture was stirred for 40 minutes, and 3-amino-benzenesulfonamide was added. The mixture was heated at 50° C. for 3 hours, and the mixture was cooled, diluted with dichloromethane, washed twice each with sat. aq. NaHCO3 and 1.0 N aq. HCl, dried over MgSO4, and concentrated. Silica gel chromatography (2-5% MeOH:CH2Cl2) gave the title compound in 40% yield. MS (ES+) [M+H]+=398.

Provenance & Evidence