Trifluoroacetic acid → Ammonium Hydroxide

Participants

Reaction Conditions

Reaction Steps

The compound 1,1-dimethylethyl(2-{[8-(2,6-difluorophenyl)-4-(2-methyl-5-{[(phenylmethyl)amino]carbonyl}phenyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-2-yl]amino}ethyl)methylcarbamate, (0.036 g, 0.055 mmol) was dissolved in CH2Cl2 (4 mL) and stirred under argon at 0° C. Trifluoroacetic acid (1 mL) was added and the mixture stirred under argon at 0° C. for 2 h. The solvents were pumped off in vacuo, and the residue was partitioned between EtOAc and H2O. The mixture was made basic by the addition of 1M NaOH. The organic phase was washed with H2O (2×), with brine (1×), dried over anhydrous Na2SO4, filtered and evaporated. The residue was flash chromatographed on silica gel (10 g) eluted with 6:1:0.05, CH2Cl2:isopropanol:NH4OH to give the title compound as a white amorphous solid. mp 157-161° C.; LC-MS m/z 558 (M+H)+, 1.49 min (ret. time).

Provenance & Evidence