Sodium Bicarbonate → HCID 66632320, compound

Participants

Reaction Conditions

Reaction Steps

A slurry of 363 mg (1.20 mmol) 2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridine-4-boronic acid, 384 mg (1.00 mmol) 1-benzenesulfonyl-3-iodo-1H-pyrrolo[2,3-c]pyridine (synthesis described in WO2006/052568) and 111 mg (1.32 mmol) sodium bicarbonate in 2 ml DMF and 1 ml water was heated to 80° C. under nitrogen. Then 41 mg (0.05 mmol) bis-(triphenylphosphine)-palladium(II)-chloride were added. The reaction mixture was stirred for 2 days at 90° C. Water was then added to the reaction mixture and the resulting precipitate was filtered off. The residue was purified by preparative HPLC yielding 2-(5-chloro-2-fluoro-phenyl)-4-(1H-pyrrolo[2,3-c]pyridin-3-yl)-[1,8]naphthyridine formate as colourless solid; HPLC-MS: 1.57 min, [M+H] 375.

Provenance & Evidence