Sodium Iodide → HCID 71533204, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube, a solution of 6-[5-((S)-2-chloromethyl-pyrrolidin-1-yl)-pyridin-3-yl]-1-methyl-3,4-dihydro-1H-quinolin-2-one (0.066 g, 0.185 mmol) in CH3CN (2.5 mL) was mixed with K2CO3 (0.064 g, 0.464 mmol), TEA (0.188 g, 1.85 mmol), sodium iodide (0.028 g, 0.185 mmol) and ethanamine hydrochloride (0.151 g, 1.85 mmol). The reaction mixture was then heated to 80° C. over night. The mixture was diluted with EtOAc, poured into aq. NaHCO3 (10 mL) and the aqueous layer was extracted with EtOAc (2×20 mL). Combined organics were washed with brine, dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography, eluting with a 0 to 15% MeOH(1% NH4OH)-DCM gradient to give the title compound (0.02 g, 30%) as an orange gum. MS: 365.2 (M+H+).

Provenance & Evidence