Реакция #3686

Уравнение реакции

4-[(2-methylbenzoyl)amino]-3-chlorobenzoyl chloride

10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

N,N-diisopropylethylamine

→

product

Выход 106.0%

N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)-2-chlorophenyl]-2-methylbenzamide

Выход 106.0%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаwashed with H2O and saturated NaHCO3
2. 2
   СушкаThe organic layer is dried (Na2SO4)
3. 3
   КонцентрированиеThe filtrate is concentrated
4. 4
   workup.DISSOLUTIONthe residue (4.0 g) dissolved in dichloromethane
5. 5
   Фильтрацияagain filtered through a pad of hydrous magnesium silicate
6. 6
   ДругоеThe filtrate is evaporated

Методика

To a mixture of 1.38 g of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 1.11 g of N,N-diisopropylethylamine in 50 ml of dichloromethane is added 2.61 g of 4-[(2-methylbenzoyl)amino]-3-chlorobenzoyl chloride in 25 ml of dichloromethane. The mixture is stirred at room temperature overnight and then washed with H2O and saturated NaHCO3. The organic layer is dried (Na2SO4) and passed through a pad of hydrous magnesium silicate. The filtrate is concentrated, the residue (4.0 g) dissolved in dichloromethane and again filtered through a pad of hydrous magnesium silicate. The filtrate is evaporated to give the product as a glass (3.62 g). A 1.8 g sample of the glass is crystallized from ethyl acetate to give 1.4 g of crystals, m.p. 176°-178° C.

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