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Methylhydrazine → 3-(3-(4-(4chlorophenyl)piperazin-1-yl)propyl)-4,5,6,7-tetrahydro-1-methyl-1H-indazole

HRID 635324
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 635324
O=[C:2]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=O)[CH2:3][CH2:4][C:5](O)=O.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.ClC1C=CC(C2CCNCC2)=CC=1.[CH3:41][NH:42][NH2:43].[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Mg+2]>CO.O1CCCC1.C(OCC)(=O)C.O1CCCC1.O>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH2:27][CH2:26][N:25]([CH2:5][CH2:4][CH2:3][C:2]3[C:8]4[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=4[N:42]([CH3:41])[N:43]=3)[CH2:24][CH2:23]2)=[CH:20][CH:21]=1
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Komponenten

11

Edukt 6

HCID 6061MethylhydrazineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 974781-(4-Chlorophenyl)piperazineHCID 12036134-(4-Chlorophenyl)piperidineHCID 36291314-Oxo-4-(2-oxocyclohexyl)butyric acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 21258066
3-(3-(4-(4chlorophenyl)piperazin-1-yl)propyl)-4,5,6,7-tetrahydro-1-methyl-1H-indazole

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

This compound could be also obtained by the following method. That is, 4-(4-chlorophenyl)-1-(4-oxo-4-(2-oxocyclohexyl)butyryl)piperazine obtained by using 4-oxo4-(2-oxocyclohexyl)-n-butyric acid and 1-(4-chlorophenyl)piperazine instead of 3-(4,5,6,7-tetrahydro-2H-indazol-3-yl)propionic acid and 4-(4-chlorophenyl)piperidine used in Example 102 was refluxed under heating in a methanol solvent with methyl hydrazine. After the completion of the reaction, the solvent was evaporated under reduced pressure to give an oily substance. This compound was dissolved in tetrahydrofuran and thereto was added lithium aluminum hydride in an ice bath. After the completion of the reaction, a mixture of tetrahydrofuran—water was added, and then ethyl acetate and magnesium sulfate were further added. The reaction mixture was filtered through celite, and the solvent was evaporated under reduced pressure. The obtained residue was subjected to silica gel column chromatography to give 3-(3-(4-(4chlorophenyl)piperazin-1-yl)propyl)-4,5,6,7-tetrahydro-1-methyl-1H-indazole.

Aufarbeitung

  1. temperaturewas refluxed
  2. customAfter the completion of the reaction
  3. customthe solvent was evaporated under reduced pressure
  4. customto give an oily substance
  5. customAfter the completion of the reaction
  6. additionwas added
  7. filtrationThe reaction mixture was filtered through celite
  8. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e20f168a8ab44b99a1d47358802f3b50
Quelldatensatz
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06187774B1

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