Diazomethane → HCID 54681837, compound

Participants

Reaction Steps

To a cold (0° C.) solution of 2-(3-chloro-4-fluorobenzyl)-5-vinyl-8-methoxy-6-methyl-2,3,4,6-tetrahydro-2,6-naphthyridine-1,7-dione (0.12 g, 0.32 mmol; Example 83, step 2) in diethyl ether (5 mL), a solution of diazomethane (˜3 mmol) in diethyl ether was added. Catalytic amount of palladium (II) acetate was added and the mixture was stirred at the same temperature for 30 minutes. The product mixture was filtered and concentrated under vacuum. The residue was subjected to preparative reverse phase HPLC purification. Collection and lyophilization of appropriate fractions provide the cyclopropanation intermediate. Following the demethylation procedure described in Example 83, step 3, the above intermediate was converted to the titled compound.

Provenance & Evidence