Sodium Carbonate → HCID 46913617, compound

Participants

Reaction Conditions

Reaction Steps

To a 5 mL microwave tube was added N-(5-(7-bromoimidazo[1,2-a]pyridin-3-yl)-2-chloropyridin-3-yl)dimethylaminosulfonamide (0.107 g, 0.248 mmol), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.061 g, 0.298 mmol), 1,1′-bis(diphenylphosphino)ferrocene]dichloride palladium(II) (0.018 g, 0.025 mmol), sodium carbonate (0.311 mL, 0.621 mmol), and dioxane (3 mL). The resulting mixture was sealed and heated in a microwave at 110° C. for 20 min. Solvent was removed and the residue was partitioned between pH 7-buffer (1M TRIS-HCL) and DCM. The aqueous layer was extracted with DCM (2×15 mL). The combined organic layers were dried over MgSO4 and concentrated. The crude material was purified using SiO2 chromatography (Teledyne Isco RediSep®, P/N 68-2203-340, 40 g SiO2, DCM:MeOH=97%:3% Flow=40 mL/min) to afford the desired product as light brown solid (55.0 mg). MS (EI, pos.) calcd for C19H17ClN6O2S: 428.1; found: 428.9.

Provenance & Evidence