HCID 22647982, compound → 7-(1-tert-Butyl-1,2,3,6-tetrahydropyridin-4-yl)-5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one

Participants

Reaction Steps

A mixture of 100 mg of 7-bromo-5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one (COMPOUND HHH2) and 94 mg of 1-tert-butyl-4-(trimethylstannyl)-1,2,3,6-tetrahydropyridine (COMPOUND PPA-2) in 2 mL of dry dioxane was evacuated and purged three times with Ar. Pd(Ph3P)4 (23 mg) was added and the mixture was evacuated and purged again with Ar. The mixture was heated to reflux and stirred at this temperature overnight, then filtered through Celite and concentrated. The residue was purified by preparative thin-layer chromatography, eluting with 95:5 CH2Cl2-2M NH3 in MeOH, to yield the title compound. The HCl salt was prepared by dissolving this compound in CH2Cl2, adding 1 eq 1M HCl in Et2O, and concentrating. Mass spectrum (ESI) 540 (M+1).

Provenance & Evidence