Dichloromethane → HCID 178506077, compound

Participants

Reaction Steps

In a 35 mL, microwave vial, 3,5-bis(trifluoromethyl)phenylboronic acid (2.5 g, 9.69 mmol) and 4-Iodo-1H-imidazole (2.068 g, 10.66 mmol) was dissolved in 1,4-dioxane (18 mL). To this reaction mixture aq. solution of NaHCO3 (1.628 g, 19.38 mmol) was added at room temperature. The reaction mixture was degassed for 30 min and Pd(dppf)Cl2.dichloromethane (0.791 g 0.1 eq.) was charged in microwave for 16 h at 90° C. The progress of the reaction was monitored by TLC using methanol: dichloromethane (0.5:9.5) as mobile phase. Reaction mixture was poured into water (50 mL) and filtered through celite bed. The filtrate was extracted with EtOAc (3×20 mL). The combined organic layers was washed with brine solution (3×50 mL), dried over MgSO4, filtered, and concentrated under reduced pressure using rotary evaporator to afford 2.5 g of crude compound which was purified by column chromatography. Compound was eluted at 40% ethylacetate in hexane to give 0.640 g of pure product (Yield 23.61%). The same batch was repeated with same quantities of chemicals to give 0.781 g of pure product (Yield 28.78%).

Provenance & Evidence