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Dimethylformamide → 2-t-Butoxycarbonyl-9-(2-oxo-propyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

HRID 2301091
ノート
印刷プレビュー

反応式

HRID 2301091 の反応式
CN(C=[O:5])C.[C:6]([O:10][C:11]([N:13]1[CH2:25][CH2:24][C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:26][CH:27]=[CH2:28])[C:15]=2[CH2:14]1)=[O:12])([CH3:9])([CH3:8])[CH3:7]>[Pd](Cl)Cl.C(OCC)(=O)C>[C:6]([O:10][C:11]([N:13]1[CH2:25][CH2:24][C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:26][C:27](=[O:5])[CH3:28])[C:15]=2[CH2:14]1)=[O:12])([CH3:9])([CH3:8])[CH3:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 108599292-t-Butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

生成物 1

HCID 183773662-t-Butoxycarbonyl-9-(2-oxo-propyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole収率 59%

試薬・触媒・溶媒 2

HCID 24290Palladium Chloride触媒HCID 8857Ethyl Acetate溶媒

実験手順

Palladium chloride (100 mg) and cupric chloride dihydrate (50 mg) were added to DMF solution (30 ml) of 2-t-butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (1.90 g, 6.1 mmol) and stirred at room temperature for 18 hours. The reaction solution was mixed with ethyl acetate, washed with water and dried with anhydrous sodium sulfate, and then the solvent was removed by evaporation under a reduced pressure, the thus obtained residue was mixed with diisopropyl ether (20 ml) and the thus precipitated crystals were collected by filtration to obtain 1.17 g of the title compound (59% in yield).

後処理

  1. washwashed with water
  2. dry with materialdried with anhydrous sodium sulfate
  3. customthe solvent was removed by evaporation under a reduced pressure
  4. additionthe thus obtained residue was mixed with diisopropyl ether (20 ml)
  5. filtrationthe thus precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-ad67b9fa118c4d9e9ad44f503c34637d
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06498251B1

反応ノート

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