Acetonitrile → HCID 57731440, compound

Participants

Reaction Steps

125 mg (0.25 mmol) of 3-(2-methoxy-phenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine, 14 mg (17 μmol) of dichloro[1,1′-bis(diphenylphoshino)ferrocene]palladium(II) dichloromethane adduct and 65 mg (0.22 mmol) of 5-bromo-N,N-dimethyl-2-(pyrimidin-5-ylamino)-benzamide were place in a microwave vial. 1.5 mL of acetonitrile, 0.75 mL of tetrahydrofuran and 1.5 mL of a saturated aqueous solution of sodium bicarbonate were added. The vial was sealed and irradiated in a Personal Chemistry® Optimizer to 130° C. for 20 min. The organic layer was separated and evaporated. The resulting residue was purified by flash chromatography on silica gel using a gradient of ethyl acetate containing 10% v/v of methanol in hexanes to afford 67 mg (0.11 mmol, 50%) of 5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-2-(pyrimidin-5-ylamino)-benzamide. MS: m/z 619.0 (M+H+).

Provenance & Evidence