1-(Bromomethyl)-4-chlorobenzene → 1-(4-chlorobenzyl)-4-(2-hydroxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one

Participants

Reaction Steps

According to Scheme 30 Step 3: The title compound was prepared from 2-(2-methoxy-5-(4-methoxyphenyl)pyridin-4-yl)ethanol (1 eq, 0.62 mmol, 0.16 g) and 1-(bromomethyl)-4-chlorobenzene (1.5 eq, 0.93 mmol, 0.19 g) according to the procedure described for Example 6 Step 2. Reaction conditions: 19 hours under 90° C. The crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 10 g SiO2) using CH2Cl2/MeOH 98/2 as eluent afford 1-(4-chlorobenzyl)-4-(2-hydroxyethyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one (0.22 mmol, 82 mg, 36%) as a pale yellow solid.

Provenance & Evidence