Trimethylsilylacetylene → [5-(Methylsulfonyl)-2-[2-(trimethylsilyl)ethynyl]phenyl][4-[4-(trifluoromethyl)phenyl]-1-piperazinyl]methanone

Participants

Reaction Conditions

Reaction Steps

A mixture of (2-Iodo-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone, Example 9 (100 mg, 0.186 mmol), Pd(PPh3)4 (10 mg, 0.0093 mmol), CuI (1.8 mg, 0.0093 mmol) and Ethynyltrimethylsilane (32 ul, 0.223 mmol) in triethylamine (0.4 ml) was heated to 80° C. for 4 hours. The mixture was cooled to room temperature, diluted with ethylacetate, filtered and the solvent was removed in vacuo. The crude brown oil was purified on SiO2 (Heptane/AcOEt 0%-40%,15 minutes) to provide the title compound (50 mg, 53%, yellow foam); M+H=590.2.

Provenance & Evidence