Water → 6,7-Dihydro-2H-benzo[6,7]cyclohepta[cd]indazol-5-ylmethanol

HRID 132991노트

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HRID 132991 반응식
C([O:4][CH2:5][C:6]1[C:16]2[CH2:15][CH2:14][C:13]3[CH:17]=[CH:18][CH:19]=[C:20](I)[C:12]=3[C:11](=O)[C:10]=2[CH:9]=[CH:8][CH:7]=1)(=O)C.C(OCC1C2CCC3C=CC=CC=3C(=O)C=2C(I)=CC=1)(=O)C.O.O.[NH2:47][NH2:48]>N1C=CC=CC=1.CO>[N:47]1[NH:48][C:9]2[CH:8]=[CH:7][C:6]([CH2:5][OH:4])=[C:16]3[CH2:15][CH2:14][C:13]4[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=4[C:11]=1[C:10]=23

참가 물질

7

반응물 4

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 12150903(6-iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-yl)methyl acetateHCID 12150904(4-Iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-yl)methyl acetate

생성물 1

HCID 101252656,7-Dihydro-2H-benzo[6,7]cyclohepta[cd]indazol-5-ylmethanol

시약·촉매·용매 2

HCID 887Methanol용매HCID 1049Pyridine용매

실험 절차

2.1 g of the mixture of (6-iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-yl)methyl acetate and (4-iodo-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-1-yl)methyl acetate prepared in Example 1-g was dissolved in a mixed solvent of 5 ml of pyridine and 5 ml of methanol, and 5 ml of hydrazine monohydrate was added, followed by heating under reflux for 3 days. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane=3:7), to give 330 mg and 130 mg of the title compounds as a colorless powder, respectively.

후처리

  1. additionwas added
  2. temperatureby heating
  3. temperatureunder reflux for 3 days
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated
  8. customThe residue was purified
  9. customseparated by silica gel column chromatography (ethyl acetate:hexane=3:7)

출처 및 근거

ORD 기록
ord-48f86f51cfc04367b2b7860a723c13d6
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390797B2

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