6-Ethoxycarbonylamino-1-methyl-3,4-dihydroisoquinoline → 6-Ethoxycarbonylamino-1-methylisoquinoline

HRID 1005686ノート

反応式

HRID 1005686 の反応式
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13]([CH3:17])=[N:12][CH2:11][CH2:10]2)=[O:5])[CH3:2]>[C].[Pd].CC1C=CC(C(C)C)=CC=1>[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13]([CH3:17])=[N:12][CH:11]=[CH:10]2)=[O:5])[CH3:2]

参加物

4

反応物 1

HCID 226741196-Ethoxycarbonylamino-1-methyl-3,4-dihydroisoquinoline

生成物 1

HCID 226741466-Ethoxycarbonylamino-1-methylisoquinoline収率 69%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 7463P-Cymene溶媒

反応条件

温度
195 °C

実験手順

To 6-ethoxycarbonylamino-1-methyl-3,4-dihydroisoquinoline were added p-cymene (100 ml) and palladium-carbon (0.9 g), followed by heating under stirring at 195° C. in nitrogen atmosphere for 1 hour. After filtering off the catalyst, the reaction mixture was washed with ethanol and a part of the filtrate was evaporated. The residue was extracted with 1N hydrochloric acid, and then basified with potassium carbonate, followed by extracting with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give the title compound (0.629 g, 69%, 2 steps) as pale yellow crystals.

後処理

  1. temperatureby heating
  2. filtrationAfter filtering off the catalyst
  3. washthe reaction mixture was washed with ethanol
  4. customa part of the filtrate was evaporated
  5. extractionThe residue was extracted with 1N hydrochloric acid
  6. extractionby extracting with ethyl acetate
  7. washThe extract was washed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-cc620b2e56c34eaf9a16db20048571e6
出典データセット
uspto-grants-2004_09
特許番号
US06787534B2

反応ノート

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