Реакция #58730

Уравнение реакции

6-formyl-nicotinic acid methyl ester

piperidine

NaB(OAc)3H

→

NH3

Выход 1.0%

title compound

Выход 148.2%

6-Piperidin-1-ylmethyl-nicotinic acid methyl ester

Выход 148.2%

Растворители

NaOH

DCM

Условия реакции

Обработка

1. 1
   Экстракцияextracted with DCM (2×50 mL)
2. 2
   Сушкаdried (Na2SO4)
3. 3
   Концентрированиеconcentrated

Методика

To a solution of 6-formyl-nicotinic acid methyl ester (0.200 g, 1.21 mmol) and piperidine (0.14 mL, 1.33 mmol) in DCM (15 mL) was added NaB(OAc)3H (0.380 g, 1.80 mmol). After 18 h, the reaction was diluted with 1 N NaOH (10 mL) and extracted with DCM (2×50 mL). The organic layers were combined, dried (Na2SO4), and concentrated. Chromatography of the residue (SiO2; 1-3% 2 M NH3 in MeOH/DCM) gave the title compound as an oil (0.210 g, 74%).

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