Trifluoroacetic acid → HCID 73056229, compound

Participants

Reaction Steps

To a 25 mL flask, tert-butyl (5-(7-(5-(4-methylpiperazine-1-carbonyl)furan-2-yl)-4-morpholinopyrido[3,2-d]pyrimidin-2-yl)pyrimidin-2-yl)carbamate (0.06 g, 0.0001 mol) and DCM (10 mL) were added. To the reaction mixture, trifluoroacetic acid (0.076 mL, 0.001 mol) was added. The reaction mixture was stirred at room temperature for 3 hours. The volatiles were evaporated under reduced pressure to provide a residue. The residue was basified to pH 8.0 with saturated sodium bicarbonate solution and extracted with DCM. The organic layer was washed with water and brine, dried over sodium sulfate and evaporated to provide the crude product. The crude product was purified by preparative TLC (5% methanol in chloroform) to provide the title compound (0.01 g, 20%). 1H NMR (400 MHz, DMSO-d6): δ 9.39 (s, 2H), 9.02 (d, J=2.4; H, 1H), 8.35 (d, J=2.0 Hz, 1H), 7.23 (d, J=3.6 Hz, 1H), 7.08 (d, J=3.6 Hz, 1H), 5.40 (br s, 2H), 4.63 (br s, 4H), 3.99 (t, J=4.8 Hz, 8H), 2.61 (t, J=4.4 Hz, 4H), 2.43 (s, 3H): LC-MS (ESI): Calculated mass: 501.2; Observed mass [M+H]+: 502.0 (RT=0.08 min).

Provenance & Evidence