Ammonium Chloride → HCID 67089157, compound

Participants

Reaction Conditions

Reaction Steps

Fe (0) (0.251 g, 4.49 mmol) and ammonium chloride (0.600 g, 11.2 mmol) were added to 1-(4-methoxybenzyl)-3-(2-methoxyethoxy)-5-nitro-1H-pyrazolo[3,4-b]pyridine (402 mg, 1.12 mmol) in EtOH (8 mL) and water (3.7 mL). The mixture was stirred at 85° C. for 5 hours. The mixture was diluted with EtOAc-water and filtered through GF/F paper. The filtrate was diluted with aqueous bicarbonate and extracted with EtOAc (3×12 mL), dried over sodium sulfate, decanted and concentrated to provide 1-(4-methoxybenzyl)-3-(2-methoxyethoxy)-1H-pyrazolo[3,4-b]pyridin-5-amine (338 mg, 92%).

Provenance & Evidence