Реакция #448561

Уравнение реакции

2-t-butyloxycarbonylamino-4-cyano-3-methylpyridine

acetic acid

→

title compound

Выход 84.3%

4-Aminomethyl-2-t-butyloxycarbonylamino-3-methylpyridine

Выход 84.3%

Растворители

MeOH

Условия реакции

Обработка

1. 1
   ДругоеThe catalyst was removed by filtration
2. 2
   Концентрированиеconcentrated at reduced pressure
3. 3
   Другоеthe residue partitioned between CHCl3 and 10% Na2CO3
4. 4
   ЭкстракцияThe aqueous layer was extracted with CHCl3
5. 5
   Сушкаthe combined organic layers were dried over Na2SO4
6. 6
   Концентрированиеconcentrated

Методика

A solution of 175 mg (0.75 mmol) of 2-t-butyloxycarbonylamino-4-cyano-3-methylpyridine and 88 μL (1.5 mmol) of acetic acid in 10 mL of MeOH was hydrogenated over 75 mg of 10% Pd-C at 55 psi overnight on a Parr apparatus. The catalyst was removed by filtration, concentrated at reduced pressure, and the residue partitioned between CHCl3 and 10% Na2CO3. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried over Na2SO4 and concentrated to give 150 mg of the title compound as a colorless oil:

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