반응 #3610

반응 방정식

4-chloro-2-methoxybenzoyl chloride

triethylamine

4-chloro-2-methoxybenzoyl chloride

triethylamine

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

→

desired product

수율 41.1%

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

수율 41.1%

용매

methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 18 hours at room temperature
3. 3
   workup.STIRRINGstirring
4. 4
   workup.WAITis continued for 2 hours
5. 5
   세척washed with water, 2N citric acid, 1M NaHCO3, and brine
6. 6
   건조The reaction mixture is dried with Na2SO4
7. 7
   여과filtered
8. 8
   기타evaporated in vacuo
9. 9
   기타to give a residue which
10. 10
    기타is purified by flash chromatography
11. 11
    기타to give a solid which
12. 12
    기타is crystallized from ethyl acetate

실험 절차

To a stirred solution of 0.406 g of 4-chloro-2-methoxybenzoyl chloride in 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 18 hours at room temperature. An additional 0.406 g of 4-chloro-2-methoxybenzoyl chloride and 0.346 g of triethylamine is added and stirring is continued for 2 hours. The reaction mixture is diluted with 45 ml of methylene chloride and washed with water, 2N citric acid, 1M NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered and evaporated in vacuo to give a residue which is purified by flash chromatography using 1:1 ethyl acetate-hexane to give a solid which is crystallized from ethyl acetate to give 0.320 g of the desired product as a white crystals, m.p. 222°-224° C.

출처