반응 #8885

반응 방정식

triethylamine

product

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

trimethylacetyl chloride

→

title compound

N-[5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(pyridin-3-ylcarbonyl)furo[2,3-b]pyridin-3-yl]-2,2-dimethylpropanamide

용매

CH2Cl2

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   기타The reaction was quenched 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 30% ethyl acetate:hexane gradient)

실험 절차

A solution of 0.200 g (0.405 mmol) of the product from Example 26 in CH2Cl2 (4 mL) at 0° C. was treated with trimethylacetyl chloride (50 μL; 0.405 mmol) followed by triethylamine (113 μL; 0.810 mmol). After the addition, the reaction mixture was warmed to room temperature and stirred for 16 hours. The reaction was 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 30% ethyl acetate:hexane gradient) gave the title compound. HPLC/MS: 578.0 (M+1), 580.0 (M+3); Rt=4.69 min.

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