Ethyl Acetate → HCID 59490911, compound

Participants

Reaction Steps

5-methoxy-3-(2-methoxy-pyridin-3-yl)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid methyl ester C4 (0.07 g, 0.22 mmol) was diluted with DMF (2 mL) and to the resulting solution was added 2-fluorobenzyl chloride (0.048 g, 0.33 mmol) and cesium carbonate (0.107 g, 0.33 mmol). The resulting suspension was allowed to stir at room temperature for 24 hours, then ethyl acetate (50 mL) and water (20 mL) were added to the reaction mixture and the layers were separated. The organic layer was sequentially washed with aqueous saturated sodium bicarbonate solution (10 mL), water (10 mL) and saturated brine (10 mL). The combined organic layers were dried (magnesium sulfate), filtered and concentrated in vacuo to provide a crude residue which was purified using flash chromatography to provide 1-(2-Fluoro-benzyl)-5-methoxy-3-(2-methoxy-pyridin-3-yl)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid methyl ester C5 (0.07 g, 75%) MS: 422.20 (M+H)+.

Provenance & Evidence