Methanol → HCID 90415997, compound

Participants

Reaction Conditions

Reaction Steps

5-(Allyloxymethyl)-N-(4-methoxy-3-pyridyl)-2-[(2,2,2-trifluoroacetyl)amino]pyrazolo[1,5-a]pyrimidine-3-carboxamide (70 mg, 0.1554 mmol), 1,3-dimethylbarbituric acid (48.53 mg, 0.3108 mmol) and Pd(PPh3)4 (17.96 mg, 0.01554 mmol) were suspended in DCM/MeOH (1.4 mL/0.35 mL) in a pressure tube. The mixture was stirred at 60° C. for ˜2.5 hrs. Further DCM (1.4 mL), MeOH (0.35 mL) and Pd(PPh3)4 (17.96 mg, 0.01554 mmol) were added and the resulting mixture was stirred at 60° C. overnight. The reaction was allowed to cool to RT, the suspended solid was collected by filtration and washed with DCM (2×1 mL) and ether (3×1 mL) to give a purple powder (53.7 mg, 84% Yield) which was used directly into next step without further purification. LC-MS (M+H)+ 411.2; 1H NMR (500 MHz, DMSO-d6) δ 11.66 (s, 1H), 10.34 (s, 1H), 9.45 (s, 1H), 9.37 (d, J=7.1 Hz, 1H), 8.29 (d, J=5.5 Hz, 1H), 7.46 (d, J=7.1 Hz, 1H), 7.23 (d, J=5.6 Hz, 1H), 5.93 (t, J=6.1 Hz, 1H), 4.81 (d, J=6.0 Hz, 2H), 4.06 (s, 3H).

Provenance & Evidence