Vinyl chloroformate → 9-(3-Bromo-4-fluorophenyl)-5,6,7,9-tetrahydrofuro [3,4-b][1,7]naphthyridine-1,8(3h,4h)-dione hydrochloride

Participants

Reaction Steps

A solution of product from Example 39B (0.35 g, 0.75 mmol) in methylene chloride (10 ml) was treated with vinyl chloroformate (0.1 mL, 1.2 mmol), stirred at ambient temperature for 16 hours, concentrated to dryness, treated with ethanol (10 mL), treated with 6N HCl (3 mL), refluxed for 5 hours and concentrated to dryness. Purification of the residue on silica gel (10:90:1 ethanol/methylene chloride/saturated ammonium hydroxide) provided the title compound (0.08 g) which was converted the HCl salt.

Provenance & Evidence