Реакция #3704

Уравнение реакции

NaOH

6,7-dihydro-5-(4-amino-2-chlorobenzoyl)-5H-pyrrolo-[1,2-a][1,5]benzodiazepine

triethylamine

3-fluoro-2-methylbenzoyl chloride

→

white solid

Выход 106.9%

N-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl]-3-chlorophenyl]-3-fluoro-2-methylbenzamide

Выход 106.9%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThe volatiles are evaporated under vacuum
2. 2
   workup.DISSOLUTIONthe residue dissolved in 2 ml of tetrahydrofuran
3. 3
   workup.STIRRINGThe mixture is stirred for 2 hours
4. 4
   Другоеevaporated
5. 5
   workup.ADDITIONthe residue diluted with 2 ml of i N NaOH and 5 ml of water
6. 6
   ЭкстракцияThe mixture is extracted with ethyl acetate (15 ml)
7. 7
   Промывкаthe extract washed with brine
8. 8
   Сушкаdried (Na2SO4)
9. 9
   ДругоеThe solvent is removed
10. 10
    Другоеthe residue triturated with diethyl ether-hexane

Методика

To a mixture of 0.10 g of 6,7-dihydro-5-(4-amino-2-chlorobenzoyl)-5H-pyrrolo-[1,2-a][1,5]benzodiazepine and 0.06 g of triethylamine in 6 ml of dichloromethane is added 0.08 g of 3-fluoro-2-methylbenzoyl chloride in 0.5 ml of dichloromethane. The mixture is stirred for 2 hours at room temperature and then 2 ml of 1N NaOH added. The volatiles are evaporated under vacuum and the residue dissolved in 2 ml of tetrahydrofuran and 1 ml of methanol. The mixture is stirred for 2 hours and evaporated and the residue diluted with 2 ml of i N NaOH and 5 ml of water. The mixture is extracted with ethyl acetate (15 ml) and the extract washed with brine and dried (Na2SO4). The solvent is removed and the residue triturated with diethyl ether-hexane to give 0.15 g of white solid: Mass Spectrum (CI)474(M+H, Cl35); 476(M+H, Cl37).

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