Pyridine → 1-(2-acetyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1 H-beta-carbolin-9-yl) 1-ethanone

HRID 1004061노트

반응식

HRID 1004061 반응식
N1C=CC=CC=1.[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH:16]([CH3:22])[N:15]([C:23](=[O:25])[CH3:24])[CH2:14][CH2:13][C:12]2=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>C1(C)C=CC=CC=1>[C:23]([N:15]1[CH2:14][CH2:13][C:12]2[C:11]3[C:19](=[CH:20][CH:21]=[C:9]([O:8][CH3:7])[CH:10]=3)[N:18]([C:26](=[O:28])[CH3:27])[C:17]=2[CH:16]1[CH3:22])(=[O:25])[CH3:24]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 18328986HCID 18328986, 화합물

생성물 1

HCID 187942621-(2-acetyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1 H-beta-carbolin-9-yl) 1-ethanone수율 22%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

N,N-Diethylaminopyridine (530 mg) and pyridine (1.1 mL) are added to a solution of 1-(6-methoxy-1 -methyl-2,3,4,9-tetrahydro- 1H-β-carbolin-2-yl)-1-ethanone (933 mg) in toluene (100 mL) and acetic anhydride (6 mL). The mixture is refluxed for 48 h. After evaporation of the toluene, the crude product is taken up in water and then extracted with dichloromethane and, after separation on silica gel (chloroform/methanol eluent), the 1-(2-acetyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1 H-β-carbolin-9-yl) 1 -ethanone is obtained (22% yield).

후처리

  1. temperatureThe mixture is refluxed for 48 h
  2. customAfter evaporation of the toluene
  3. extractionextracted with dichloromethane
  4. customafter separation on silica gel (chloroform/methanol eluent)

출처 및 근거

ORD 기록
ord-c85cea1277f74e2c8775ac769915c239
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06048868

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