N-[(1-benzyl-4-hydroxypiperidin-4-yl)methyl]-3,3-dimethyl-2-oxoindoline-1-carboxamide → HCID 67233261, 화합물

HRID 733101노트

반응식

HRID 733101 반응식
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][NH:16][C:17]([N:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]([CH3:29])([CH3:28])[C:20]2=[O:30])=[O:18])([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>Cl.CO.[OH-].[Pd+2].[OH-]>[OH:14][C:11]1([CH2:15][NH:16][C:17]([N:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]([CH3:28])([CH3:29])[C:20]2=[O:30])=[O:18])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

참가 물질

5

반응물 1

HCID 67231880N-[(1-benzyl-4-hydroxypiperidin-4-yl)methyl]-3,3-dimethyl-2-oxoindoline-1-carboxamide

생성물 1

HCID 67233261HCID 67233261, 화합물수율 34%

시약·촉매·용매 3

HCID 9942167Palladium hydroxide촉매HCID 313Hydrochloric Acid용매HCID 887Methanol용매

실험 절차

A mixture of N-[(1-benzyl-4-hydroxypiperidin-4-yl)methyl]-3,3-dimethyl-2-oxoindoline-1-carboxamide (280 mg, 0.68 mmol, step 1 of Example 12) and palladium hydroxide (80 mg, 20 wt. % Pd on carbon,) in 10% HCl in methanol was stirred under H2 atmosphere for 20 h. The mixture was filtered through a pad of Celite, washed with methanol and the filtrate was concentrated to give pale yellow oil. The residue was chromatographed on silica gel column eluting with CH2Cl2/methanol/NH4OH (10:1:0.2) to give 73 mg (34%) of the title compound as clear yellow oil.

후처리

  1. filtrationThe mixture was filtered through a pad of Celite
  2. washwashed with methanol
  3. concentrationthe filtrate was concentrated
  4. customto give pale yellow oil
  5. customThe residue was chromatographed on silica gel column
  6. washeluting with CH2Cl2/methanol/NH4OH (10:1:0.2)

출처 및 근거

ORD 기록
ord-8a4c0d722a1041168908d85711462e5d
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589109B2

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