Реакция #66517

Уравнение реакции

3-Methoxyaniline

picolinic acid

EDCI.HCl

Et3N

hydroxybenzotriazole

→

N-(3-methoxyphenyl)picolinamide

Выход 90.1%

Растворители

DCM

Условия реакции

Обработка

1. 1
   ПромывкаThe organic phase was washed with a saturated solution of NaHCO3 and with brine
2. 2
   Сушкаwas dried over MgSO4
3. 3
   Фильтрацияwas filtered
4. 4
   Концентрированиеwas concentrated under reduced pressure
5. 5
   ДругоеThe crude product was purified by flash chromatography over silica gel

Методика

According to Scheme 1 Method B: 3-Methoxyaniline (1.62 mmol, 0.18 mL) was added to a solution of picolinic acid (1.62 mmol, 0.20 g), EDCI.HCl (2.44 mmol, 0.47 g), Et3N (3.25 mmol, 0.45 mL), hydroxybenzotriazole (1.95 mmol, 0.30 g) in DCM (6 mL) at room temperature. The reaction mixture was stirred at 50° C. for 12 hours. The organic phase was washed with a saturated solution of NaHCO3 and with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel using cyclohexane/AcOEt (90:10) as eluent to afford N-(3-methoxyphenyl)picolinamide (1.46 mmol, 0.33 g, 90%) as an orange liquid.

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