Sodium hydride → HCID 10141230, compound

Participants

Reaction Steps

Methanesulfonamide (23.8 mg, 0.25 mmol) was added to a suspension of sodium hydride (10 mg, 0.25 mmol, 60% in oil, washed with hexanes) in THF (1.5 mL). The mixture was stirred at rt for 30 min. and Compound B of Example 27 (47.6 mg, 0.1 mmol) was added. The resulting mixture was stirred at reflux temperature for 16 hours. The reaction mixture was cooled to rt, diluted with DCM (10 mL) and washed with water. The DCM solution was dried over Na2SO4 and concentrated. The residue was purified by preparative HPLC (Column: YMC S-5 ODS 100×20 mm; UV: 220 nm; Flow rate: 20 mL/min; solvent: gradient from 50-90% MeOH in water containing 0.1% TFA in 10 min.). The fractions containing the desired products were pooled and concentrated to afford the title compound as a colorless foam, 5.2 mg (10.6%) MS m/e 491 (M+H)+; 489(M−H)−.

Provenance & Evidence