Реакция #57645

Уравнение реакции

3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester

K2CO3

pyridine-4-boronic acid

1,2-dimethoxyethane

→

3-methyl-4-pyridin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester

Выход 74.2%

Растворители

water

water

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated
2. 2
   Экстракцияwas extracted with ethyl acetate
3. 3
   ЭкстракцияThe organic extract
4. 4
   Промывкаwas washed with water
5. 5
   Сушкаdried over sodium sulfate
6. 6
   ДругоеRemoval of solvent
7. 7
   Другоеgave the crude product, which
8. 8
   Другоеwas purified by column chromatography

Методика

3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester (258 mg, 0.68 mmol) was mixed with K2CO3 (207 mg, 2.2 eq), pyridine-4-boronic acid (110 mg, 1.3 eq), Pd(Ph3)4 (43 mg, 0.05 eq), 3 mL of 1,2-dimethoxyethane and 0.5 mL of water. The mixture was heated and stirred in an 85° C. oil bath for 5 h. The reaction mixture was poured into water and was extracted with ethyl acetate. The organic extract was washed with water and dried over sodium sulfate. Removal of solvent gave the crude product, which was purified by column chromatography to give 156 mg of 3-methyl-4-pyridin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester, obtained as white solid.

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