反应 #3610

反应方程式

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

收率 41.1%

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

收率 41.1%

溶剂

methylene chloride

methylene chloride

反应条件

后处理

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
   洗涤washed with water, 2N citric acid, 1M NaHCO3, and brine
6. 6
   干燥The reaction mixture is dried with Na2SO4
7. 7
   过滤filtered
8. 8
   其他evaporated in vacuo
9. 9
   其他to give a residue which
10. 10
    其他is purified by flash chromatography
11. 11
    其他to give a solid which
12. 12
    其他is crystallized from ethyl acetate

实验过程

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.

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