diethyl 1-(cyanomethyl)-1H-indole-2,6-dicarboxylate → Ethyl 1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylate

HRID 1710449ノート

反応式

HRID 1710449 の反応式
C([O:3][C:4]([C:6]1[N:7]([CH2:20][C:21]#[N:22])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:9]=2)=O)C.[H][H]>CCO.O=[Pt]=O>[CH2:18]([O:17][C:15]([C:10]1[CH:11]=[CH:12][C:13]2[CH:14]=[C:6]3[C:4](=[O:3])[NH:22][CH2:21][CH2:20][N:7]3[C:8]=2[CH:9]=1)=[O:16])[CH3:19]

参加物

5

反応物 2

HCID 58767564diethyl 1-(cyanomethyl)-1H-indole-2,6-dicarboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 68506420Ethyl 1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylate収率 109.2%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

To 1-cyanomethyl-1H-indole-2,6-dicarboxylic acid diethyl ester (500 mg, 1.66 mmol) in 20 mL of absolute EtOH was added PtO2 (Adams' catalyst). The reaction mixture was hydrogenated at 50 psi of hydrogen overnight. The reaction mixture was filtered through a pad of diatomaceous earth, the solid cake was washed with dichloromethane several times. The solvent was evaporated to dryness to give 468 mg of 1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-7-carboxylic acid ethyl ester as a light yellow solid.

後処理

  1. filtrationThe reaction mixture was filtered through a pad of diatomaceous earth
  2. washthe solid cake was washed with dichloromethane several times
  3. customThe solvent was evaporated to dryness

出典と根拠

ORDレコード
ord-3f22195600214fb980c219b22df37b03
出典データセット
uspto-grants-2010_09
特許番号
US07790712B2

反応ノート

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