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

HRID 1173129노트

반응식

HRID 1173129 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

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

후처리

  1. temperatureby heating
  2. filtrationThe catalyst was filtered off
  3. washwashed with ethanol
  4. customthe filtrate was partially evaporated
  5. extractionAfter extracting with 1N hydrochloric acid
  6. extractionextracted with ethyl acetate
  7. washThe extract was washed with brine
  8. dry with materialdried over anhydrous magnesium sulfate anhydride
  9. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-fcfe666d5bc0439eb79fc1e8b0f2baf6
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834049B2

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