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Cyclohexene → HCID 178444850, 화합물

HRID 1486307
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HRID 1486307 반응식
[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]([CH3:35])([CH2:32][CH2:33][CH3:34])[CH2:9][NH:10][C:11]([C:13]1[C:14]([CH3:31])=[N:15][N:16]2[C:21]([O:22]CC3C=CC=CC=3)=[CH:20][C:19]([CH3:30])=[CH:18][C:17]=12)=[O:12])([CH3:4])([CH3:3])[CH3:2].C1CCCCC=1>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]([CH3:35])([CH2:32][CH2:33][CH3:34])[CH2:9][NH:10][C:11]([C:13]1[C:14]([CH3:31])=[N:15][N:16]2[C:21]([OH:22])=[CH:20][C:19]([CH3:30])=[CH:18][C:17]=12)=[O:12])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8079CyclohexeneHCID 117864691rac-[1-({[7-(Benzyloxy)-2,5-dimethylpyrazolo[1,5-a]pyridin-3-yl]carbonyl}amino)-2-methylpentan-2-yl]carbamic Acid tert-butyl Ester

생성물 1

HCID 178444850HCID 178444850, 화합물수율 99%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 207 mg (0.418 mmol) of rac-[1-{[7-benzyloxy-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carbonyl]amino}methyl}-1-methylbutyl)carbamic acid tert-butyl ester (Example 140A) in 6 ml of absolute ethanol was admixed with 47 mg of palladium on charcoal (loading 10% by weight, activated) and 1.3 ml of cyclohexene. The reaction mixture was heated to reflux under an argon atmosphere for 2.5 hours. The resulting mixture was cooled to room temperature, filtered through a layer of Celite and concentrated under reduced pressure, which gave 206 mg (99% yield, 81% pure) of the target compound.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux under an argon atmosphere for 2.5 hours
  3. filtrationfiltered through a layer of Celite
  4. concentrationconcentrated under reduced pressure, which
  5. customgave 206 mg (99% yield, 81% pure) of the target compound

출처 및 근거

ORD 기록
ord-a21c163a81fb46e8a07af5165eeb253c
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09422285B2

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