Pyridine → HCID 57708889, compound

Participants

Reaction Steps

To a mixture of 5-({[(4-carboxyphenyl)methyl]oxy}methyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylic acid (2.88 g, 7.99 mmol) and THF (30 mL) were added oxalyl chloride (4.60 mL, 52.7 mmol) and DMF (one drop), and the mixture was stirred at room temperature for 1 hr, and concentrated. THE (15 mL) and ethanol (15 mL) were added to the residue. Pyridine (5.69 mL, 70.3 mmol) was added to the mixture, and the mixture was stirred at room temperature for 12 hr, and concentrated under reduced pressure. Ethyl acetate and 1N hydrochloric acid were added to the residue, and the precipitated solid was collected by filtration, and washed with 1N hydrochloric acid (×2), water (×4) and diethyl ether (×1). The obtained crude crystals were recrystallized from THF-ethyl acetate to give the title compound as a white powder (1.87 g, 56%).

Provenance & Evidence