N-methyl-2-pyrrolidone → HCID 10108715, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 200 mg (0.92 mmol) of 7-fluoro-6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile (Reference Example 24) and 551 mg (5.50 mmol) of N-methylpiperazine in 1 mL of 1-methyl-2-pyrrolidinone is heated at 90° C. for 8 hours, then at 105° C. for a further 16 hours. The solvents are removed in vacuo. To the resulting oily residue was added 2 mL of water and 5 mL of methanol. The solvents are again removed in vacuo. The crude product is purified by silica gel chromatography utilizing a gradient of methylene chloride/methanol (9:1 to 4:1) to yield 152 mg of 6-methoxy-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carbonitrile as a yellow solid, dec.>235° C.

Provenance & Evidence