1-Methylpyrrolidine → HCID 14822500, compound

Participants

Reaction Steps

A mixture of 32.0 g 3-bromo-6-methoxy-1-methyl-1H-pyrazolo[3,4-b]quinoline (Example 32) and 20.2 g cuprous bromide in 220 ml N-methylpyrrolidine was stirred and heated at reflux for 3 hours. The reaction mixture was poured into ice-water, and the solid product was collected by filtration. The latter product was treated with dilute aqueous sodium cyanide and purified by extraction with ethyl acetate and chromatography to give 4.5 g 6-methoxy-1-methyl-1H-pyrazolo[3,4-b]quinoline-3-carbonitrile, bright-yellow solid, m.p. 190°-191° C., when recrystallized from methanol.

Provenance & Evidence