반응 #172227

반응 방정식

5-(3,4,5-trimethoxy-phenyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one

4-cyanobenzaldehyde

triethylamine

→

title compound

수율 54.0%

4-[2-oxo-5-(3,4,5-trimethoxy-phenyl)-1,2-dihydro-pyrrolo[2,3-b]pyridin-3-ylidenemethyl]-benzonitrile

수율 54.0%

용매

toluene

반응 조건

후처리

1. 1
   기타was reacted at 80° C. for Id
2. 2
   기타The mixture was partitioned between DCM and water
3. 3
   추출the aqueous phase extracted with DCM
4. 4
   기타dried
5. 5
   기타evaporated
6. 6
   기타purified by silica gel chromatography (0-5% MeOH:DCM)

실험 절차

A mixture of 5-(3,4,5-trimethoxy-phenyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one (Intermediate BY, 42 mg, 0.14 mmol), 4-cyanobenzaldehyde (22 mg, 0.168 mmol), triethylamine (22 μl, 0.168 mmol) and molecular sieves 4 Å (100 mg) in toluene (2 ml) was reacted at 80° C. for Id. The mixture was partitioned between DCM and water, the aqueous phase extracted with DCM, combined organic phases dried, evaporated and purified by silica gel chromatography (0-5% MeOH:DCM) to obtain 31 mg (54%) of the title compound as a mixture of (E)- and (Z)-isomers.

출처