Triethylamine → HCID 21995905, compound

Participants

Reaction Steps

In THF (15.3 ml) was dissolved 7-(4-ethoxyphenyl)-2,3-dihydro-1-benzothiepine-4-carboxylic acid (510 mg). To the mixture were added under ice-cooling thionyl chloride (0.11 ml) and DMF (one drop), and the mixture was stirred at room temperature for 1 hour. To a solution of 4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]aniline (389 mg) and triethylamine (0.87 ml) in THF (15.3 ml) was added the reaction mixture, and the mixture was stirred at room temperature for 2 hours. The reaction mixture added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (ethyl acetate/ethanol=3/1) to give 7-(4-ethoxyphenyl)-N-[4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]phenyl]-2,3-dihydro-1-benzothiepine-4-carboxamide (512 mg).

Provenance & Evidence