HCID 178455209, compound → HCID 178455208, compound

Participants

Reaction Steps

10% (wt.) Pd on activated carbon (0.017 g, 0.016 mmol) was added to a solution of 3-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (0.053 g, 0.160 mmol) in a mixture of ethyl acetate/EtOH (1:1, 6 mL). The reaction mixture was purged with nitrogen for 5 minutes and then stirred under a hydrogen balloon overnight. The reaction mixture was filtered through GF/F paper. The filter cake was rinsed with ethyl acetate, and the filtrate was concentrated. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (2:1), hexanes/ethyl acetate (1:1) to give 3-(3-(tert-butyldimethylsilyloxy)propyl)-1H-pyrazolo[3,4-b]pyridin-5-amine (0.028 g, 57%) as an oil.

Provenance & Evidence