Methylhydrazine → 3-(1-acetyl-4-piperidinyl)-6-fluoro-1-methyl-1H-indazole

HRID 867716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 867716
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10](=O)[C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=2F)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH3:20][NH:21][NH2:22]>C(O)CCC>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[C:11]3[C:12](=[CH:13][C:14]([F:17])=[CH:15][CH:16]=3)[N:21]([CH3:20])[N:22]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6061MethylhydrazineHCID 27407071-Acetyl-4-(2',4'-difluorobenzoyl)piperidine

Produkt 1

HCID 230482173-(1-acetyl-4-piperidinyl)-6-fluoro-1-methyl-1H-indazoleAusbeute 108,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

A solution of 5.0 g of 1-acetyl-4-(2,4-difluorobenzoyl)piperidine, 1.2 g of methylhydrazine and 50 ml of n-butanol was heated under reflux for 16 hrs. After cooling, the solvent was removed in vacuo and the residue was diluted with water. The aqueous mixture was made basic with ammonium hydroxide and extracted with dichloromethane. The organic extract was washed with water, dried over anhydrous magnesium sulfate and concentrated to yield 5.6 g of 3-(1-acetyl-4-piperidinyl)-6-fluoro-1-methyl-1H-indazole as an oil.

Aufarbeitung

  1. temperatureunder reflux for 16 hrs
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. additionthe residue was diluted with water
  5. extractionextracted with dichloromethane
  6. extractionThe organic extract
  7. washwas washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-bf3e9518e9394a69ab375cf13805f60b
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04775761

Notizen zur Reaktion

Wird geladen…