Potassium Carbonate → 7-Chloro-2-(3,4,5-trimethoxyphenyl)furo[3,2-b]pyridine

Participants

Reaction Conditions

Reaction Steps

7-Chloro-2-iodo-furo[3,2-b]pyridine (1.467 mmol), 3,4,5-trimethoxybenzene boronic acid (1.539 mmol), palladium(II)-acetate (0.076 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.146 mmol) and K2CO3 (4.399 mmol) are suspended in 1,4-dioxane (11 ml) and water (1.00 ml) is added. The suspension is heated over 45 min at 150° C. in the microwave. The solvent is removed in vacuo. The product is purified over column chromatography (SiO2, heptane, ethyl acetate). The product is isolated as yellow powder (yield 57%); LCMS (method E): 2.43 min (purity 100%), M+H+ 320.0; 1H NMR (500 MHz, DMSO-d6) δ [ppm] 8.45 (d, J=5.3, 1H), 7.79 (s, 1H), 7.49 (d, J=5.2, 1H), 7.29 (s, 2H), 3.91 (s, 6H), 3.75 (s, 3H).

Provenance & Evidence