반응 #3612

반응 방정식

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

2-methylphenylacetyl chloride

triethylamine

→

desired product

수율 53.6%

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

수율 53.6%

용매

methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 72 hours at room temperature
3. 3
   세척washed with water, 2N citric acid, NaHCO3, and brine
4. 4
   건조The reaction mixture is dried with Na2SO4
5. 5
   여과filtered through a pad of hydrous magnesium silicate
6. 6
   기타evaporated in vacuo
7. 7
   기타to give a solid which
8. 8
   기타is purified by flash chromatography
9. 9
   기타to give a solid which
10. 10
    기타is crystallized from ethyl acetate

실험 절차

To a stirred solution of 0.334 g of 2-methylphenylacetyl chloride 5 ml of methylene chloride is added 0.346 g of triethylamine at 0° C. After stirring for 3 minutes, 0.500 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine is added and stirring continued for 72 hours at room temperature. The reaction mixture is diluted with 45 ml of methylene chloride and washed with water, 2N citric acid, NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered through a pad of hydrous magnesium silicate and evaporated in vacuo to give a solid which is purified by flash chromatography using 1:1 ethyl acetate-hexane to give a solid which is crystallized from ethyl acetate to give 0.385 g of the desired product as white crystals, m.p. 198°-200° C.

출처