Triethylamine → HCID 67021370, compound

Participants

Reaction Conditions

Reaction Steps

Thirty-eight milligrams (38 mg; 0.1 mmol) of [3-(2-benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenyl]-methanol (see preparation of Example 7) were dissolved in 1 ml of dichloromethane followed by the addition of 28 μl of Et3N (0.2 mmol). The mixture was cooled to −30° C. and 12 μl of MsCl were added. Stirring continued at 0° C. for 1.5 hours. To the resulting solution, 85 mg of Cs2CO3 (0.25 mmol) were added followed by the addition of 65 mg (0.5 mmol) of 2,5-difluorophenol. Then the reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched with 1M aq HCl and product was extracted with dichloromethane. Flash column chromatography (SiO2, dichloromethane/heptane, 1:1, as an eluant) afforded 2-benzyl-3-{3-[(2,5-difluorophenoxy)methyl]phenyl}-7-(trifluoromethyl)-2H-indazole in 41% yleld.

Provenance & Evidence