반응 #411709

반응 방정식

N-Benzyloxycarbonylisonipecotyl chloride

4-amino-1-tert-butoxycarbonyl-1H-pyrrolo[2,3-b]pyridine

diisopropylethyamine

→

N-(1-tert-butoxycarbonyl-1H-pyrrolo-[2,3-b]pyridin-4-yl)-1-benzyloxycarbonyl-4-piperidinecarboxamide

수율 102.4%

용매

acetonitrile

반응 조건

후처리

1. 1
   추출extracted with chloroform
2. 2
   기타The residue obtained by water washing
3. 3
   기타drying
4. 4
   농축concentration under reduced pressure
5. 5
   기타was purified by silica gel column chromatography

실험 절차

N-Benzyloxycarbonylisonipecotyl chloride (5 g) was added to a solution of 4-amino-1-tert-butoxycarbonyl-1H-pyrrolo[2,3-b]pyridine (3 g) and diisopropylethyamine (2.16 g) in acetonitrile (40 ml) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice-water and extracted with chloroform. The residue obtained by water washing, drying and then concentration under reduced pressure was purified by silica gel column chromatography to give 6.3 g of N-(1-tert-butoxycarbonyl-1H-pyrrolo-[2,3-b]pyridin-4-yl)-1-benzyloxycarbonyl-4-piperidinecarboxamide.

출처