Methyl iodide → HCID 22563226, compound

Participants

Reaction Steps

Methyl iodide (1.2 mL, 19.3 mmol) was added to a mixture of ethyl 2-formyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxylate (3.0 g, 11.9 mmol), potassium carbonate (2.5 g, 18.1 mmol) in DMF (30 mL) at 0° C. After the addition of methyl iodide, the mixture was stirred at room temperature for 1 hr. The mixture was diluted with water (40 mL), stirred at room temperature for 15 minutes, and then filtered. The collected solid was washed with water and dried in vacuo, leaving a solid (1.3 g, 41%). The aqueous phase was extracted with methylene chloride (2×50 mL). The organic layers were combined, washed with water (50 mL) and brine (50 mL), and dried over magnesium sulfate. Removal of the solvent gave a second crop of product (0.34 g).

Provenance & Evidence