Реакция #155666

Уравнение реакции

pyrrolidine-1-carboxylic acid 4-hydroxy-cyclohexylmethyl ester

picolinoyl chloride

triethylamine

→

compound

Выход 70.1%

pyridine-2-carboxylic acid 4-(pyrrolidine-1-carbonyloxymethyl)-cyclohexyl ester

Выход 70.1%

Растворители

methylene chloride

water

Условия реакции

Обработка

1. 1
   Экстракцияfollowed by few times of extraction with methylene chloride
2. 2
   СушкаThe combined organic layer was dried over anhydrous magnesium sulfate
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   ДругоеThe residue was purified by column chromatography (silica gel, ethyl acetate)

Методика

To a solution of pyrrolidine-1-carboxylic acid 4-hydroxy-cyclohexylmethyl ester (1 mmol) in methylene chloride (5 mL) were added picolinoyl chloride (1.1 mmol) and triethylamine (1.5 mmol) and the resulting mixture was stirred for 16 hours at room temperature. The reaction mixture was diluted with water, followed by few times of extraction with methylene chloride. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, ethyl acetate), thereby completing the preparation of a target compound (233 mg, 70% yield).

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