Реакция #8885

Уравнение реакции

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

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter the addition
2. 2
   ДругоеThe reaction was quenched with saturated NaHCO3 solution
3. 3
   ДругоеThe reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution
4. 4
   ПромывкаThe organic layer was washed twice with saturated NaHCO3 solution, brine
5. 5
   Сушкаdried (Na2SO4)
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated in vacuo
8. 8
   ДругоеPurification by MPLC (silica gel; 0% to 30% ethyl acetate:hexane gradient)

Методика

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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