Potassium Carbonate → HCID 22647912, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 7.54 g of 3-[6-bromo-2-(2-chlorophenyl)pyridin-3-yl]-N-(2,6-dichlorophenyl)propanamide in 100 mL of DMF was added CuI (3.82 g) and powdered, dried K2CO3 (3.70 g). The mixture was heated to 155° C. for 30 min, then cooled and diluted with 250 mL of half-saturated NaHCO3 and 100 mL of EtOAc. The phases were separated and the aqueous phase was extracted 2×50 mL of EtOAc. The combined organics were washed with brine, dried (Na2SO4), and concentrated. The reside was purified by flash chromatography on a Biotage 65M column, eluting with a gradient system of 99:1 CH2Cl2-acetone to 97:3 CH2Cl2-acetone to yield the title compound as an off-white solid. Mass spectrum (ESI) 483 (M+1). 1H NMR (500 MHz, CDCl3): δ 2.72-2.92 (m, 3H); 2.96-3.06 (m, 1H); 6.37 (s, 1H); 7.39-7.54 (m. 2H); 7.56-7.60 (m, 2H).

Provenance & Evidence