Water → HCID 66863502, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound obtained in Example 24A (49 mg) in dimethylformamide (1 mL) was added zinc cyanide (6 mg), tris(dibenzylideneacetone)-dipalladium (1.5 mg) and 1,1′-bis(diphenylphosphino)ferrocene (DPPF, 1.8 mg) and the mixture was stirred at 180° C. for 15 minutes in a microwave reactor. After cooling to room temperature, to the reaction mixture was added water and ethyl acetate. The mixture was stirred and the organic layer was extracted by diatomaceous earth column (CHEM ELUTE, VARIAN Inc.) and the extract was concentrated in vacuo. The extract was concentrated in vacuo and the crude product was purified by column chromatography on silica gel (solvent: hexane/ethyl acetate=30/70 to 0/100) to obtain 3-[N-[4-(5-cyano-2-thenoyl)piperazin-1-yl)carbamoyl]-1-(2-chlorophenyl)-5-(4-chloro-phenyl)-4-methoxy-1H-pyrazole (79 mg; yield: 83%) as a colorless solid.

Provenance & Evidence