5-Chloro-2-[4-(1,3-dioxolan-2-yl)phenyl]-3-phenyl-1,6-naphthyridine → 4-(5-Chloro-3-phenyl-1,6-naphthyridin-2-yl)benzaldehyde

Participants

Reaction Steps

To a solution of 3-3 (5.0 g, 12.9 mmol) in 1,4-dioxane (30 mL) at 0° C. was added 8.5 mL of 3NHCl (25.7 mmol). The mixture was allowed to warm up to room temperature and stirred for 1.3 hr. The reaction was quenched by NaHCO3 (sat) until pF=7-8. The mixture was extracted by EtOAc (×3). The combined organic layers was washed with brine and dried over MgSO4 and concentrated to afford a yellow solid as the desired product A. LC/MS found: M+1=345.1

Provenance & Evidence