Sodium Carbonate → HCID 117857099, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-iodo-7-methyl-3-(2,2,2-trifluoroethyl)-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one (358 mg, 1.00 mmol), pyridin-3-ylboronic acid (148 mg, 1.20 mmol), sodium carbonate (319 mg, 3.01 mmol) and PdCl2(dppf)-CH2Cl2 adduct (82 mg, 0.100 mmol) in 1,4-dioxane (8 ml) and water (1.5 ml) was degassed. The resulting mixture was heated at 70° C. for 16 h. The reaction mixture was cooled down and partitioned between saturated sodium bicarbonate (35 mL) and DCM (35 mL). The organic phase was separated and concentrated in vacuo. The remaining residue was purified by flash chromatography (0-100% ethyl acetate/cyclohexane) to afford the title compound (280 mg, 90%). LCMS RT=0.647 min, M+H+=309.1

Provenance & Evidence