반응 #156146

반응 방정식

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

용매

triethylamine

acetonitrile

isopropyl alcohol

반응 조건

후처리

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

실험 절차

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.

출처