Potassium Carbonate → HCID 86710190, compound

Participants

Reaction Conditions

Reaction Steps

To a 25 mL round bottom flask, 4-hydroxy piperidine (0.021 g, 0.00021 mol) and DMF (1.5 mL) were added and then cooled to 0-10° C. To the same reaction flask, potassium carbonate (0.058 g, 0.00042 mol) was added and the reaction mixture was stirred at 0-10° C. for 30 minutes. To the same flask, a solution of tert-butyl (5-(7-(3-(2-chloroacetamido)phenyl)-4-morpholinopyrido[3,2-d]pyrimidin-2-yl)pyrimidin-2-yl)carbamate (0.08 g, 0.00014 mol) in DMF (1 mL) was added and then stirred at room temperature for 12 hours. The reaction was quenched with water to provide the precipitate. The precipitate was collected by filtration to provide the title compound (0.078 g, 88%). The compound was used in the next step without purification. 1H NMR (300 MHz, DMSO-d6): δ 10.43 (s, 1H), 9.84 (s, 1H), 9.49 (s, 1H), 9.12 (d, J=2.1 Hz, 1H), 8.38 (s, J=2.1 Hz, 1H), 8.21 (br s, 1H), 7.87 (d, J=7.8 Hz, 1H), 7.68 (d, J=7.8 Hz, 1H), 7.54 (t, J=8.1 Hz, 1H), 4.63 (d, J=3.9 Hz, 1H), 4.58 (br s, 4H), 3.84 (s, 4H), 3.51-3.49 (m, 1H), 3.28 (s, 2H), 3.13-2.75 (m, 2H), 2.29 (t, J=8.7 Hz, 2H), 1.78 (d, J=9.3 Hz, 2H), 1.58 (d, J=9.3 Hz, 2H), 1.49 (s, 9H): LCMS (ESI): Calculated. 641.3, Observed mass [M+H]+: 642.2, (RT=0.22 min).

Provenance & Evidence