Triethylamine → HCID 87281404, compound

Participants

Reaction Steps

To a solution of [rac]-2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-ethanol (example 37.1) (400 mg, 1.1 mmol) in dry DCM (15 ml) was added Et3N (0.64 ml, 3.32 mmol) at room temperature. Mesyl chloride (0.16 ml, 2.22 mmol) was then added to this reaction mixture dropwise at 0° C.; and the reaction mixture was stirred at room temperature for 2 hours. TLC shows complete consumption of [rac]-2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-2-cyclohexyl-ethanol. The reaction mixture was diluted with H2O (10 ml) and the aqueous layer was extracted with DCM (3×10 ml). Combined organic layers were washed with ice water (10 ml), 10% NaHCO3 (10 ml), brine (10 ml) and finally dried over Na2SO4. Organic layer was distilled under reduced pressure to get light yellow oil (500 mg), which was purified by column chromatography [SiO2 (230-400 mesh), EtOAc:Hexane 10/90] to give the title compound (370 mg, 76%) as a light yellow liquid.

Provenance & Evidence