Potassium Phosphate, Tribasic → HCID 86710231, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl (2R)-4-(4-iodo-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)butanoate (100 mg, 0.25 mmol, 1 eq) was weighed into a 40 mL vial equipped with a septa cap. Cyclopent-1-en-1-ylboronic acid (97 mg, 0.5 mmol, 2 eq) and potassium phosphate (159 mg, 0.75 mmol, 3 eq) was added, followed by PdCl2(PPh3)2 (18 mg, 0.025 mmol, 0.1 eq). The vial was evacuated and backfilled 3 times with nitrogen gas. 2-MeTHF (9 mL) and water (1 mL) were added to the vial and the mixture heated at 100° C. overnight. The reaction mixture was then filtered through celite and eluted with MeOH. The crude product mixture was then purified by flash chromatography on a 25 g silicycle silica gel column eluting with 20% EtOAc/Hpt to give ethyl (2R)-4-[4-(cyclopent-1-en-1-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoate which was used without further purification. LC-MS M+H+341.4.

Provenance & Evidence