(4-Methoxyphenyl)boronic acid → HCID 69440473, compound

Participants

Reaction Steps

According to Scheme 3 Method A: The title compound was prepared from methyl 1-(4-chlorobenzyl)-5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate (1 eq, 7.00 mmol, 2.50 g) and 4-methoxyphenyl boronic acid (1.5 eq, 11.0 mmol, 1.60 g) according to the procedure described for Example 1 Step 3. Reaction conditions: 4 hours at 80° C. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 80 g SiO2) using CH2Cl2/AcOEt 80/20 and by recrystallization with Et2O/pentane to afford methyl 1-(4-chlorobenzyl)-5-(4-methoxyphenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate (5.74 mmol, 2.22 g, 82%) as a beige solid.

Provenance & Evidence