Sodium hydride → HCID 21201907, compound

Participants

Reaction Steps

2-Oxo-3-tert-butoxycarbonylamino-5-pivaloyl-8-methyl-1,3,4,5-tetrabydro-2H-1,5-benzodiazepine (1.0 g) obtained from Step 1 of Example 89 was dissolved in tetrahydrofuran (10 ml), under argon atmosphere 60% sodium hydride (0.16 g) was added, and the mixture was stirred at room temperature for 30 minutes. Subsequently, a solution of 5-methyl-2-bromoacetylfuran (1.23 g) in tetrahydrofuran (1 ml) was added to the mixture, stirred at room temperature for 30 minutes. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography(n-hexane:ethyl acetate=3:1), to thereby obtain 0.89 g of the title compound.

Provenance & Evidence