Sulfuric Acid → HCID 24938251, compound

Participants

Reaction Conditions

Reaction Steps

Transfer the amide intermediate to a 40 mL septum capped vial. Add a magnetic stir bar and charge water (20 mL) and concentrated H2SO4 (5 mL) to the vial. Warm the vial to 90° C. in an oil bath for 5 hours. Cool the reaction to room temperature and pass through an SCX (10 g) column. Elute with water/methanol 1:1, then 100% methanol, then 1:1 dichloromethane/methanol, and finally elute the product off with 10% 2 M ammonia in methanol/90% dichloromethane. Concentrate in vacuo. Chromatograph on silica (80 g) eluting with gradient of 0% to 10% 2 M ammonia/methanol solution in dichloromethane. Dry in vacuum oven at 42° C. for 2 hours to give the title compound (192.6 mg, 48%) as a gold solid. MS (ES) m/z 450 [M+1]+.

Provenance & Evidence