반응 #8879

반응 방정식

product

5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-oxopropoxy)-nicotinonitrile

sodium ethoxide

→

title compound

1-[3-Amino-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)furo[2,3-b]pyridin-2-yl]ethanone

용매

ethanol

반응 조건

후처리

1. 1
   온도at reflux for 1 hour
2. 2
   기타quenched with saturated NaHCO3 solution
3. 3
   기타The reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution
4. 4
   세척The organic layer was washed twice with saturated NaHCO3 solution, brine
5. 5
   건조dried (Na2SO4)
6. 6
   여과filtered
7. 7
   농축concentrated in vacuo
8. 8
   기타Purification by MPLC (silica gel; 0% to 20% ethyl acetate-hexane gradient)

실험 절차

A solution of the product from Step A (0.126 g; 0.292 mmol) in ethanol (4 mL) was treated with sodium ethoxide (0.040 g; 0.584 mmol) and stirred at reflux for 1 hour. The reaction was allowed to cool to room temperature and quenched with saturated NaHCO3 solution. The reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution. The organic layer was washed twice with saturated NaHCO3 solution, brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by MPLC (silica gel; 0% to 20% ethyl acetate-hexane gradient) gave the title compound. HPLC/MS: 430.9 (M+1), 432.9 (M+3); Rt=4.04 min.

출처