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 18190ノート

反応式

HRID 18190 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-21c3e9dda99549d29d9d07c694f87c79
出典データセット
uspto-grants-2010_06
特許番号
US07741326B2

反応ノート

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