تفاعل #48376

معادلة التفاعل

Sodium triacetoxyborohydride

acetic acid

N-Boc-4-amino-3-pyridine carboxaldehyde

ethyl 4-aminopiperidine-1-carboxylate

dichloroethane

→

title compound

Ethyl 4-[({4-[(tert-butoxycarbonyl)amino]pyridin-3-yl}methyl)amino]piperidine-1-carboxylate

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with saturated aqueous sodium bicarbonate
2. 2
   أخرىThis was separated
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   تجفيفthe combined organics were dried over sodium sulfate
5. 5
   ترشيحThe solution was filtered
6. 6
   أخرىevaporated
7. 7
   أخرىto give the crude product
8. 8
   أخرىThis was purified by chromatography (silica gel, 0 to 12% methanol in methylene chloride gradient elution), which

الإجراء التجريبي

Sodium triacetoxyborohydride (1.70 g, 8.03 mmol) and acetic acid (0.29, 4.82 mmol) were added to a solution of N-Boc-4-amino-3-pyridine carboxaldehyde (0.36 g, 1.61 mmol) and ethyl 4-aminopiperidine-1-carboxylate (0.33 g, 1.93 mmol) in dichloroethane (5 mL) at room temperature. The reaction was stirred overnight, and quenched with saturated aqueous sodium bicarbonate. This was separated, extracted with ethyl acetate and the combined organics were dried over sodium sulfate. The solution was filtered and evaporated to give the crude product. This was purified by chromatography (silica gel, 0 to 12% methanol in methylene chloride gradient elution), which gave the title compound (0.24 g). MS 379.2.

المصدر