Nitrogen → HCID 90411942, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-chloro-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine (2.0 g, 4.4 mmol), ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate (1.6 g, 5.5 mmol) and bis(triphenylphosphine)palladium(ii) chloride (324 mg, 0.5 mmol) in a mixed solvent of 1,2-dimethoxyethane/ethanol/water with ratio of 7/3/2 (200 mL) was purged with N2 and heated at 100° C. overnight. After cooling, the reaction mixture was partitioned between water and ethyl acetate. The organic phase was concentrated and purified by flash chromatography on silica gel using an ISCO Companion eluting with heptanes/ethyl acetate (50%) to give desired product. MS (ESI+) m/z 460 (M+H)+.

Provenance & Evidence