Ammonium Chloride → HCID 23442422, compound

Participants

Reaction Steps

A mixture of 1-methyl-7-(3-nitrobenzyl)-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one (EXAMPLE 23, step 2, 76 mg, 0.23 mmol), iron powder (63 mg, 1.1 mmol), and ammonium chloride (12 mg, 0.023 mmol) in ethanol (15 ml) and water (5 ml) was refluxed for 2 h. After cooling to room temperature, the mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. The residue was collected by filtration and washed with ethanol and diisopropyl ether to give 60 mg (88%) of 7-(3-aminobenzyl)-1-methyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one. 24 mg of this solid was treated with methanolic hydrochloric acid and the mixture was evaporated. The residue was washed with diisopropyl ether to give 29 mg of the title compound as a white solid.

Provenance & Evidence