Tert-butyl 4-((6-(5-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)pyrazin-2-yl-amino)pyrimidin-4-ylamino)methyl)piperidine-1-carboxylate → HCID 42610781, compound

Participants

Reaction Steps

Crude tert-butyl 4-((6-(5-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)pyrazin-2-ylamino)pyrimidin-4-ylamino)-methyl)piperidine-1-carboxylate (0.15 mmol) was dissolved in tetra n-butylammonium fluoride (1M in THF, 225 μL). After 30 minutes the solution was evaporated and the residue was purified by preparative HPLC. The resulting solid was dissolved in 30% trifluoroacetic acid in dichloromethane and stirred at room temperature for 30 minutes. The mixture was adsorbed onto then MP-TsOH SPE cartridge and eluted with 2M ammonia in methanol. The basic fractions were concentrated to give 3-(5-(6-(piperidin-4-ylmethylamino)pyrimidin-4-ylamino)pyrazin-2-yl)prop-2-yn-1-ol (7.8 mg, 7.5% over two steps) as a white solid.

Provenance & Evidence