反応 #3686

反応方程式

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

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

N,N-diisopropylethylamine

→

product

収率 106.0%

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

収率 106.0%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   洗浄washed with H2O and saturated NaHCO3
2. 2
   乾燥The organic layer is dried (Na2SO4)
3. 3
   濃縮The filtrate is concentrated
4. 4
   workup.DISSOLUTIONthe residue (4.0 g) dissolved in dichloromethane
5. 5
   ろ過again filtered through a pad of hydrous magnesium silicate
6. 6
   その他The filtrate is evaporated

実験手順

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.

出典