Cyclopentane, methylene- → N-cyclohexyl-1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine

HRID 1966817

Reaktionsgleichung

Reaktionsgleichung von HRID 1966817
[CH2:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1.[CH:7]1([NH:13][C:14]2[C:19]([CH:20]=[N:21][OH:22])=[CH:18][N:17]=[C:16]3[N:23]([CH2:26][CH3:27])[N:24]=[CH:25][C:15]=23)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.Cl[O-].[Na+]>O1CCCC1>[CH:7]1([NH:13][C:14]2[C:15]3[CH:25]=[N:24][N:23]([CH2:26][CH3:27])[C:16]=3[N:17]=[CH:18][C:19]=2[C:20]2[CH2:1][C:2]3([CH2:6][CH2:5][CH2:4][CH2:3]3)[O:22][N:21]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Komponenten

5

Edukt 3

HCID 73714Cyclopentane, methylene-HCID 23665760Sodium HypochloriteHCID 866475994-cyclohexylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime

Produkt 1

HCID 24905403N-cyclohexyl-1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amineAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methylene cyclopentane (0.073 ml, 0.0006 mole) was added to 4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime (0.1 gm, 0.0003 mole) (example 8) in tetrahydrofuran. The reaction mixture was stirred at room temperature for about 5 minutes. Sodium hypochlorite (5 ml) was added slowly to the reaction mixture over a period of about 5 minutes and the mixture was allowed to stir at room temperature for about 5 h. The organic solvent was evaporated and the residue was extracted in ethyl acetate. The organic layer was concentrated and the title compound obtained was purified by preparative thin layer chromatography.

Aufarbeitung

  1. stirringto stir at room temperature for about 5 h
  2. customThe organic solvent was evaporated
  3. extractionthe residue was extracted in ethyl acetate
  4. concentrationThe organic layer was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-b2cfe999cb0542a99f581d538ad50ca5
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08420666B2

Verknüpfte Notizen

Wird geladen…