Cesium fluoride → HCID 86710226, compound

Participants

Reaction Conditions

Reaction Steps

To a vial containing ethyl (2R)-4-(4-iodo-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)butanoate (500 mg, 1.25 mmol, 1.0 eq), cyclohex-1-en-1-ylboronic acid (205 mg, 1.62 mmol, 1.3 eq), cesium fluoride (759 mg, 5.00 mmol, 4 eq) and Pd(PPh3)4 (100 mg 0.087 mmol, 0.07 eq) was added THF (5 mL). The vial was sealed and the mixture was heated at 60° C. overnight. The mixture was filtered through celite, and eluted with EtOAc. The filtrate was absorbed onto silica gel and purified by flash chromatography, eluting with 0-20% EtOAc/Hpt then 5% MeOH/EtOAc to give ethyl (2R)-4-[4-(cyclohex-1-en-1-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoate (370 mg, 83.6% yield). LC-MS M+H+355.1.

Provenance & Evidence