2-Aminopyridine → HCID 67285900, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,4-dichloro-5,7-difluoro-3-methylquinoline (400 mg, 1.61 mmol), 2-aminopyridine (152 mg, 1.61 mmol), Pd2dba3 (148 mg, 0.161 mmol), XPhos (154 mg, 0.323 mmol), sodium tert-butoxide (465 mg, 4.84 mmol) in toluene (10.8 mL) was heated at 97° C. for 18 h. Upon completion, the reaction was concentrated, diluted with EtOAc, and washed with saturated aqueous NaHCO3, water, and brine. The organic layer was then dried over MgSO4 and evaporated in vacuo. The resulting crude residue was purified by flash chromatography (silica gel, 0-15% EtOAc in hexanes as eluent) to give 4-chloro-5,7-difluoro-3-methyl-N-(pyridin-2-yl)quinolin-2-amine as a pale yellow solid. Mass Spectrum (ESI) m/e=306.0 (M+1).

Provenance & Evidence