Trifluoroacetic acid → HCID 50939341, compound

Participants

Reaction Steps

To a stirring solution of tert-butyl 4-(3,3-dimethyl-6-morpholino-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methylquinolin-2-yl(pyridin-2-yl)-carbamate (55.4 mg, 0.092 mmol) in DCM (1 mL) at 0° C. was added TFA (283 μL, 3.68 mmol). The solution was stirred at rt for 30 min, then concentrated and partitioned between EtOAc and saturated aqueous NaHCO3. The organic layer was then dried over MgSO4 and concentrated under reduced pressure to give 4-(3,3-dimethyl-6-morpholino-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methyl-N-(pyridin-2-yl)quinolin-2-amine as a rust-colored solid. 1H NMR (400 MHz, chloroform-d) δ ppm 8.85 (1H, d, J=8.4 Hz), 8.31-8.35 (1H, m), 7.78-7.85 (1H, m), 7.58 (1H, br. s.), 7.54 (1H, d, J=2.3 Hz), 7.39-7.45 (1H, m), 7.01-7.08 (1H, m), 6.73-6.80 (1H, m), 5.68-5.71 (1H, m), 3.81-3.86 (1H, m), 3.72-3.79 (4H, m), 3.58-3.63 (1H, m), 2.97-3.04 (4H, m), 2.34 (3H, s), 1.53 (3H, s), 1.50 (3H, s). Mass Spectrum (ESI) m/e=503.2 (M+1).

Provenance & Evidence