Triethylamine → HCID 58574262, compound

Participants

Reaction Conditions

Reaction Steps

A flask was charged with 9-bromo-3,4-dihydro-1H-pyrazino[2,1-b]quinazolin-6(2H)-one (200 mg, 0.71 mmol, 1 equiv), ethynyltrimethylsilane (206 mg, 2.1 mmol, 3 equiv), Pd(OAc)2 (31.5 mg, 0.14 mmol, 0.2 equiv), PPh3 (165 mg, 0.63 mmol, 0.9 equiv), CuI (13 mg, 0.07 mmol, 0.1 equiv), Et3N (353 mg, 3.5 mmol, 5 equiv) and DMF (20 mL). A vacuum was applied and the reaction mixture was back filled with nitrogen three times. The mixture was stirred at 70° C. for 3.5 hours. After it was cooled to room temperature, the reaction mixture was diluted with H2O and extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine and dried over anhydrous sodium sulfate, then concentrated under reduced pressure. 120 mg of desired product was obtained MS (ESI): 298 (MH+).

Provenance & Evidence