Ethanol → HCID 14822501, compound

Participants

Reaction Steps

A mixture of 8.6 g 6-methoxy-1-methyl-1H-pyrazolo[3,4-b]quinoline-3-carbonitrile (Example 33) and 3.8 g lithium aluminum hydride in 500 ml tetrahydrofuran was stirred at room temperature for about sixteen hours. The crude product was isolated and dissolved in 200 ml toluene. Ethanol (10 ml) and 2 g palladium-on-carbon catalyst (10%) was added, and the mixture was heated to reflux and stirred for about sixteen hours. The reaction mixture was filtered and concentrated, and the residue was chromatographed and crystallized from ethanol to give 2.9 g 7-methoxy-1-methyl-1H-pyrazolo[3,4-b]quinoline-3-methanamine, brownish-yellow solid, m.p. 119°-120° C.

Provenance & Evidence