Triethylamine → HCID 136414047, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (4-methoxyphenyl)methyl 2-bromo-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate (400 mg, 0.90 mmol) in 1,2-dimethoxyethane (10 mL) was added 2-hydroxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (444 mg, 2.26 mmol), Et3N (273 mg, 2.7 mmol), Pd(dppf)Cl2 (58 mg, 0.08 mmol) and water (5 drops). The resulting solution was stirred for 1 h at 90° C. and maintained under an inert atmosphere of nitrogen in an oil bath. The reaction mixture was concentrated in vacuo to give the residue, which was purified by silica gel column chromatography eluting with 1% to 5% ethyl acetate in petroleum to afford (4-methoxyphenyl)methyl 2-(3-formyl-4-hydroxyphenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate as a yellow solid (190 mg, 43%).

Provenance & Evidence