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

HRID 1005686노트

반응식

HRID 1005686 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 226741466-Ethoxycarbonylamino-1-methylisoquinoline수율 69%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 7463P-Cymene용매

반응 조건

온도
195 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cc620b2e56c34eaf9a16db20048571e6
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06787534B2

반응 노트

불러오는 중…