1-Hydroxybenzotriazole → HCID 18472370, compound

Participants

Reaction Steps

To a solution of 7-(4-(pyrrolidin-1-yl)-phenyl)2,3-dihydro-1-benzoxepine-4-carboxylic acid (0.15g), 4-(N-methyl-N-(tetrahydropyran-4-yl)aminomethyl)aniline (0.1g) and 1-hydroxybenzotriazole (0.07g) in dimethyl-formamide (10ml) was added 1-ethyl-3-(3-dimethylamino-propyl)carbodiimide hydro-chloride (0.13g) under ice-cooling, and the mixture was stirred under nitrogen atmosphere at room temperature for 3 hours. To the mixture were added 4-dimethylaminopyridine (catalytic amount) and 1,8-diazabicyclo[5.4.0]-7-undecene (0.2ml), and the mixture was stirred overnight. The solvent was evaporated, and the residue was purified with silica gel column (methanol/ethyl acetate/triethylamine) to give crude crystals, which were recrystallized from ethanol-hexane to give 7-(4-(pyrrolidin-1-yl)-phenyl)-N-(4-((N-tetrahydropyran-4-yl-N-methylamino)-methyl)-phenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide (Compound 150) (0.08g) as colorless crystals.

Provenance & Evidence