Triethylamine → HCID 59351606, compound

Participants

Reaction Steps

To a solution (80 mL) of methyl 2-amino-5-ethylthiophene-3-carboxylate (1 g) in methylene chloride were added triphosgene (0.7 g) and triethylamine (1.19 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added 6-methoxypyridazin-3-amine (2 g), and the mixture was further stirred at room temperature for 1 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was dissolved in methanol (50 mL), sodium methoxide (3 g) was added, and the mixture was stirred at 60° C. for 2 hr. The reaction mixture was neutralized with hydrochloric acid (10% methanol solution), insoluble material was filtered off, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as colorless crystals (0.45 g, 27%).

Provenance & Evidence