Triethylamine → HCID 22048462, compound

Participants

Reaction Steps

A mixture of (intermediate 28) (0.066 mol), 1-methyl-5-(tributylstannyl)-1H-imidazole (0.121 mol) and Pd(PPh3)4 (0.0066 mol) in triethylamine (23 ml) and dioxane (230 ml) was stirred at 90° C. overnight under a 5 bar pressure of carbon monoxide, then cooled, poured out into ice water and extracted with EtOAc. The mixture was filtered over celite and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated, yielding fraction 1 (organic layer). Celite was washed with CH2Cl2/CH3OH. The solvent was evaporated, yielding fraction 2. Fraction 2 was washed with diethyl ether, filtered off and dried under a vacuo, yielding 17.6 g (70%) of 4-(3-chlorophenyl)-1-methyl-6-[(1-methyl-1H-imidazol-5-yl)carbonyl]-2(1H)-quinolinone (intermediate 29).

Provenance & Evidence