Methyl 6-chloro-5-nitronicotinate → Methyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinate

HRID 1644922

반응식

HRID 1644922 반응식
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]1[C:21]([O:23][CH3:24])=[O:22]>ClCCl>[CH3:24][O:23][C:21]([CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][N:15]1[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1)=[O:22]

참가 물질

4

반응물 2

HCID 346961Methyl 6-chloro-5-nitronicotinateHCID 3463753Methyl pipecolinate

생성물 1

HCID 58324403Methyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinate수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl 6-chloro-5-nitronicotinate (2.0 g, 9.23 mmol) was added to methyl piperidine-2-carboxylate (5.2 g, 36.92 mmol) while stirring at room temperature. The viscous yellow reaction was heated to 90° C. for one h and then allowed to cool back to room temperature. The reaction was diluted with dichloromethane (20 mL) and purified via column chromatography (220 g SiO2, 20-30% gradient, ethyl acetate in hexanes) to yield the title compound (2.95 g, 99% yield) as a yellow oil. [M+H] calc'd for C14H17N3O6, 324. found, 324.

후처리

  1. customThe viscous yellow reaction
  2. temperaturewas heated to 90° C. for one h
  3. temperatureto cool back to room temperature
  4. custompurified via column chromatography (220 g SiO2, 20-30% gradient, ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-d82f1bdca3cb4ee2bc36fc62fe35cfdc
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124606B2

연결된 노트

불러오는 중…