반응 #1796103

반응 방정식

chloroacetonitrile

3-(2-ethoxyethyl)-2-(1-piperazinylmethyl)-3H-imidazo[4,5-b]pyridine

sodium carbonate

N,N-dimethylformamide

→

4-[[3-(2-ethoxyethyl)-3H-imidazo[4,5-b]pyridin-2-yl]methyl]-1-piperazineacetonitrile

수율 79.2%

용매

water

반응 조건

후처리

1. 1
   추출the product was extracted with dichloromethane
2. 2
   기타The extract was dried
3. 3
   여과filtered
4. 4
   기타evaporated
5. 5
   기타The residue was purified by column chromatography over silica gel using
6. 6
   workup.ADDITIONa mixture of dichloromethane and methanol (95:5 by volume) as eluent
7. 7
   기타The pure fractions were collected
8. 8
   기타the eluent was evaporated
9. 9
   workup.STIRRINGThe residue was stirred in 2,2'-oxybispropane
10. 10
    여과The product was filtered off
11. 11
    기타dried

실험 절차

A mixture of 5.3 parts of chloroacetonitrile, 14.4 parts of 3-(2-ethoxyethyl)-2-(1-piperazinylmethyl)-3H-imidazo[4,5-b]pyridine, 7.4 parts of sodium carbonate and 288 parts of N,N-dimethylformamide was stirred overnight at room temperature. The reaction mixture was stirred into water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of dichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was stirred in 2,2'-oxybispropane. The product was filtered off and dried, yielding 13 parts (79.2%) of 4-[[3-(2-ethoxyethyl)-3H-imidazo[4,5-b]pyridin-2-yl]methyl]-1-piperazineacetonitrile; mp. 80.7° C. (compound 75).

출처