Diphenyl Ether → 2-Methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-4-one

HRID 607153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 607153
CC1(C)O[C:6](=[O:8])[C:5](=[CH:9][NH:10][C:11]2[CH:15]=[CH:14][N:13]([CH3:16])[N:12]=2)C(=O)O1.C1(OC2C=CC=CC=2)C=CC=CC=1>CC(C)=O>[CH3:16][N:13]1[CH:14]=[C:15]2[C:11]([NH:10][CH:9]=[CH:5][C:6]2=[O:8])=[N:12]1

Komponenten

4

Edukt 2

HCID 7583Diphenyl EtherHCID 670477842,2-Dimethyl-5-[(1-methyl-1H-pyrazol-3-ylamino)-methylene]-[1,3]dioxane-4,6-dione

Produkt 1

HCID 1364007322-Methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-4-oneAusbeute 40,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of the product of Example 8a (1.50 g, 5.97 mmol) and diphenyl ether (25 mL) was heated under reflux for 1 h, with removal of the resultant acetone by distillation. The solvent was then decanted, and the remaining solid residue was dissolved in dichloromethane (5 mL) and purified by chromatography on silica gel, eluting with a 0-10% MeOH/CH2Cl2 gradient, to provide the title compound (0.360 g, 40% yield).

Aufarbeitung

  1. temperaturewas heated
  2. customThe solvent was then decanted
  3. dissolutionthe remaining solid residue was dissolved in dichloromethane (5 mL)
  4. custompurified by chromatography on silica gel
  5. washeluting with a 0-10% MeOH/CH2Cl2 gradient

Quellen und Nachweise

ORD-Eintrag
ord-c61d5a4d2d814c71b860c69af59a3f66
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915411B2

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