1-Hydroxybenzotriazole → HCID 18472272, compound

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Reaction Steps

To a solution of 7-(4-(4-methylpiperazin-1-yl)-phenyl)-2,3-dihydro-1-benzoxepine-4-carboxylic acid (0.12g), 4-(N-methyl-N-(tetrahydropyran-4-yl)amino-methyl)aniline (0.08g) and 1-hydroxybenzotriazole (0.05g) in dimethylformamide (15ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydro-chloride (0.1g), under ice-cooling. Under nitrogen atmosphere, the mixture was cooled to room temperature. To the mixture were added 4-dimethylaminopyridine (catalytic amount) and triethylamine (0.14ml), and the mixture was stirred overnight. The solvent was evaporated, and to the residue was added water. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column (ethyl acetate/methanol/triethylamine) to give crude crystals, which were recrystallized from ethyl acetate-hexane to give 7-(4-(4-methylpiperazin-1-yl)-phenyl)-N-(4-((N-tetrahydro-pyran-4-yl-N-methylamino)methyl)-phenyl)-2,3-dihydro-1-benzoxepine-4-carboxamide (Compound 124) (0.15g) as colorless crystals.

Provenance & Evidence