Triethylamine → [3-({5-Nitro-4-[(4-pyrrolidin-1-yl-cyclohexylmethyl)amino]-pyrimidin-2-ylamino}-methyl)-benzyl]-carbamic acid tert-butyl ester

Participants

Reaction Steps

To a solution of (4-pyrrolidin-1-yl-cyclohexyl)-methylamine(32 mg, 0.18 mmol) and Et3N (26 μL, 0.18 mmol) in EtOH (2 mL) was added {3-[(5-nitro-4-thiocyanato-pyrimidin-2-ylamino)-methyl]-benzyl}-carbamic acid tert-butyl ester (74 mg, 0.18 mmol). The reaction mixture was stirred at room temperature overnight before concentrating in vacuo. The residue was purified by chromatography using an ISCO combi-flash cartridge (silica gel, 50:50 to 0:100 DCM/80:18:2 DCM/MeOH/NH4OH) to afford impure [3-({5-nitro-4-[(4-pyrrolidin-1-yl-cyclohexylmethyl)-amino]-pyrimidin-2-ylamino}-methyl)-benzyl]-carbamic acid tert-butyl ester (132 mg), m/z 540 (M+1)+

Provenance & Evidence