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

HRID 733101ノート

反応式

HRID 733101 の反応式
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

参加物

5

反応物 1

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

生成物 1

HCID 67233261HCID 67233261、化合物収率 34%

試薬・触媒・溶媒 3

HCID 9942167Palladium hydroxide触媒HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-8a4c0d722a1041168908d85711462e5d
出典データセット
uspto-grants-2009_09
特許番号
US07589109B2

反応ノート

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