تفاعل #332840

معادلة التفاعل

acetic acid

N-((3-chloropyrazin-2-yl)methyl)-4-oxocyclohexanecarboxamide

benzyl 1-piperazinecarboxylate

sodium cyanoborohydride

→

title compound

المردود 134.6%

benzyl 4-[4-[(3-chloropyrazin-2-yl)methylcarbamoyl]cyclohexyl]piperazine-1-carboxylate

المردود 134.6%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىReaction
2. 2
   أخرىwas quenched with an aqueous sodium hydrogencarbonate solution
3. 3
   استخلاصextracted twice with dichloromethane
4. 4
   أخرىThe combined organic layers were dried over phase separation
5. 5
   ترشيحfilter
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىpurified

الإجراء التجريبي

N-((3-chloropyrazin-2-yl)methyl)-4-oxocyclohexanecarboxamide (3.7 mmol, 1 g) was dissolved in dichloromethane (10 mL) and acetic acid (0.1 mL) was added. To this solution benzyl 1-piperazinecarboxylate (11.2 mmol, 2.16 mL) and sodium cyanoborohydride (7.47 mmol, 0.47 g) were added subsequently. The mixture was stirred overnight at room temperature. Reaction was quenched with an aqueous sodium hydrogencarbonate solution and extracted twice with dichloromethane. The combined organic layers were dried over phase separation filter, concentrated under reduced pressure and purified using column chromatography (silica gel; dichloromethane/methanol) to yield 2.35 g of the title compound as a mixture of cis and trans isomers which was used in the next step without further purification.

المصدر