Trifluoroacetic acid → HCID 118207763, compound

Participants

Reaction Steps

A scintillation vial was charged with (S)-tert-butyl (4-(5-(1-((2-amino-5-cyano-6-methylpyrimidin-4-yl)amino)ethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)cyclohexyl)carbamate (0.012 g, 0.024 mmol), DCM (1 mL), and TFA (0.916 mL, 11.89 mmol). The reaction mixture was stirred at room temperature for 45 minutes. The solvent was evaporated via a stream of nitrogen. The crude product was dissolved in a mixture of DMSO and MeOH (1:1) and was purified by preparative HPLC (basic mode, 25-50% ACN/H2O gradient). The product-containing fractions were dried in vacuo to give the title compound as a white solid (5 mg, 53%). 1H NMR (400 MHz, CD3OD) δ ppm 1.31 (br s, 1H), 1.55 (d, J=6.57 Hz, 5H), 1.62-1.82 (m, 2H), 1.85-2.04 (m, 7H), 2.05-2.26 (m, 2H), 2.36 (s, 3H), 2.94-3.12 (m, 2H), 3.84-3.89 (m, 3H), 5.77-5.97 (m, 1H), 6.57 (d, J=4.72 Hz, 1H), 7.46 (d, J=4.49 Hz, 1H), 7.94 (s, 1H), 7.78 (s, J=64.10 Hz, 1H); ESI-MS m/z [M+H]+ calc'd for C22H28N8, 405. found 405.

Provenance & Evidence