반응 #8917

반응 방정식

product

Ethyl 6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-[(trifluoroacetyl)amino]furo[2,3-b]pyridine-2-carboxylate

triethylamine

trimethylaluminum

→

titled compound

6-(2-Chlorophenyl)-5-(4-chlorophenyl)-N,N-diethyl-3-[(trifluoroacetyl)amino]-furo[2,3-b]pyridine-2-carboxamide

용매

CH2Cl2

toluene

toluene

반응 조건

후처리

1. 1
   workup.ADDITIONthe addition
2. 2
   온도was heated at 60° C. for 2 h
3. 3
   온도to cool again to room temperature
4. 4
   기타was partitioned between EtOAc and 10% aq. NaHSO4
5. 5
   세척washed with water and brine
6. 6
   건조dried (Na2SO4)
7. 7
   여과filtered
8. 8
   기타evaporated
9. 9
   기타The residue was purified on a silica gel flash chromatography column
10. 10
    세척eluted with 0–30% EtOAc-hexane
11. 11
    기타Evaporation of the purified fractions
12. 12
    기타drying in vacuo

실험 절차

To a magnetically stirred solution of 0.119 mL (1.15 mmol) of triethylamine in 5 mL toluene was added 0.575 mL (1.15 mmol) of a 2.0 M solution of trimethylaluminum in toluene at 0° C. The reaction mixture was allowed to warm to room temperature and was stirred for 30 min. A solution of 0.300 g (0.57 mmol) of the product of Example 181 in 1 mL CH2Cl2 was added to the reaction mixture and when the addition was complete the reaction mixture was heated at 60° C. for 2 h. The reaction mixture was allowed to cool again to room temperature and was partitioned between EtOAc and 10% aq. NaHSO4. The organic extracts were combined, washed with water and brine, dried (Na2SO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 0–30% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded the titled compound. HPLC/MS: 550.0 (M+1), 551.8 (M+3); Rt=4.74 min.

출처