Cesium carbonate → HCID 67513426, compound

Participants

Reaction Steps

Methyl 6-chloro-4-(trifluoromethyl)nicotinate (963.6 mg, 4.02 mmol), 2-fluoro-4-methoxybenzeneboronic acid (854 mg, 5.03 mmol), cesium carbonate (2883 mg, 8.85 mmol), PdCl2(dppf)-CH2Cl2 adduct (328 mg, 0.402 mmol) and THF (30 mL) were refluxed in a 80° C. oil bath overnight. LCMS trace of the reaction aliquot indicated completion of reaction. The reaction crude was filtered through a bed of Celite® 521. The filtrate was concentrated in vacuo and purified by flash chromatography (SiO2, Biotage SNAP Cartridge, silica gel, KP-Sil, 100 g cartridge). The column was eluted by an EtOAc/hexanes mixture (0% to 20%). Related fractions were pooled and evaporated to afford a colorless oil as the titled compound. LCMS calc.=329.07. found=330.17 (M+H)+.

Provenance & Evidence