Реакция #156146

Уравнение реакции

Benzoyl chloride

1-ethyl-3,3,5-trimethyl-7-[(2-pyridin-3-ylethylamino)methyl]-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

hydrogen chloride ethanol

sodium hydrogencarbonate

→

title compound

N-(1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylmethyl)-N-(2-pyridin-3-ylethyl)benzamide hydrochloride

Растворители

triethylamine

acetonitrile

isopropyl alcohol

Условия реакции

Обработка

1. 1
   Экстракцияfollowed by extraction by ethyl acetate
2. 2
   СушкаThe organic layer was dried over anhydrous sodium sulfate, and condensed under reduced pressure
3. 3
   ДругоеThe residue was purified by silica gel column chromatography (ethyl acetate:methanol=91:9)
4. 4
   Другоеcondensed under reduced pressure
5. 5
   Другоеcondensed under reduced pressure
6. 6
   ДругоеThe residue was recrystallized from the ethanol-ether mixture

Методика

Benzoyl chloride (0.13 ml) was added to an acetonitrile solution (6 ml) of 1-ethyl-3,3,5-trimethyl-7-[(2-pyridin-3-ylethylamino)methyl]-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione (0.38 g) and triethylamine (0.17 ml) under ice cooling. The mixture was stirred at room temperature overnight. An aqueous sodium hydrogencarbonate solution was added to the reaction mixture, followed by extraction by ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=91:9). The purified product was condensed under reduced pressure. A 1N-hydrogen chloride ethanol solution (0.87 ml) was added to an isopropyl alcohol solution (10 ml) of the residue, and the liquid was condensed under reduced pressure. The residue was recrystallized from the ethanol-ether mixture to give the title compound (0.26 g) as a pale brown white powder.

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