Ammonium Chloride → HCID 86691222, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-(6-(dibenzylamino)-5-nitropyrimidin-4-ylamino)phenyl(methyl)carbamate (37) (6 g, 11.1 mmol) in THF/MeOH/H2O (100 mL/100 mL/30 mL) was added Fe powder (3.11 g, 55.5 mmol) and NH4Cl (5.94 g, 111 mmol). The reaction mixture was heated at 60° C. for 4 h under N2. After cooling to rt, the reaction mixture was filtered through a pad of Celite. The filtrate was extracted with EtOAc (100 mL×3), washed with water and brine, dried over Na2SO4, and concentrated in vacuo to afford tert-butyl 4-(5-amino-6-(dibenzylamino)pyrimidin-4-ylamino)phenyl(methyl)carbamate (38) (5.4 g, yield 95%) as a yellow solid. LC-MS (ESI): m/z (M+1) 511.

Provenance & Evidence