Реакция #2293179

Уравнение реакции

4-iodo-2-methoxynicotinic acid

tetrahydro-2H-pyran-4-ylhydrazine dihydrochloride

DIEA

EDCI hydrochloride

HOBt

→

title compound

Выход 81.2%

4-iodo-2-methoxy-N′-(tetrahydro-2H-pyran-4-yl)nicotinohydrazide

Выход 81.2%

Растворители

water

DMF

Условия реакции

Обработка

1. 1
   Экстракцияthe mixture was extracted with ethyl acetate
2. 2
   ПромывкаThe organic layer was washed successively with water and saturated brine
3. 3
   Сушкаdried over anhydrous sodium sulfate
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   ДругоеThe residue was purified by silica gel column chromatography (ethyl acetate/hexane/methanol)
6. 6
   Промывкаthe obtained solid was washed with ethyl acetate/diisopropyl ether

Методика

A solution of 4-iodo-2-methoxynicotinic acid (1.75 g) obtained in Step C of Example 6, tetrahydro-2H-pyran-4-ylhydrazine dihydrochloride (0.957 g), DIEA (2.2 mL), EDCI hydrochloride (1.44 g) and HOBt (1.02 g) in DMF (100 mL) was stirred overnight at room temperature. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane/methanol), and the obtained solid was washed with ethyl acetate/diisopropyl ether to give the title compound (1.55 g).

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