4-(3-benzyl-2-cyano-5-methyl-benzofuran-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester → 4-(3-Benzyl-2-cyano-5-methyl-benzofuran-7-yl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 18190노트

반응식

HRID 18190 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[C:22]3[O:21][C:20]([C:23]#[N:24])=[C:19]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:18]=3[CH:17]=[C:16]([CH3:32])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]2[C:22]3[O:21][C:20]([C:23]#[N:24])=[C:19]([CH2:25][C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[C:18]=3[CH:17]=[C:16]([CH3:32])[CH:15]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 593448934-(3-benzyl-2-cyano-5-methyl-benzofuran-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 593448834-(3-Benzyl-2-cyano-5-methyl-benzofuran-7-yl)-piperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

The crude 4-(3-benzyl-2-cyano-5-methyl-benzofuran-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester from step 1 was dissolved in ethanol, and 10% palladium on carbon was added. The mixture was shaken under hydrogen (2.76 Bar) for 40 hours. After filtering off the catalyst, the mixture was concentrated under reduced pressure and purified using preparative thin layer chromatography (1/9 ethyl acetate/hexanes) to give 4-(3-benzyl-2-cyano-5-methyl-benzofuran-7-yl)-piperidine-1-carboxylic acid tert-butyl ester.

후처리

  1. filtrationAfter filtering off the catalyst
  2. concentrationthe mixture was concentrated under reduced pressure
  3. custompurified

출처 및 근거

ORD 기록
ord-21c3e9dda99549d29d9d07c694f87c79
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741326B2

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