Sodium Hydroxide → trans-2-(2-Methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropanecarbaldehyde oxime

HRID 1639756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639756
[CH3:1][C:2]1[CH:15]=[C:5]2[C:6]([C@@H:10]3[CH2:12][C@H:11]3[CH:13]=O)=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[OH-:16].[Na+].Cl.[NH2:19]O>C(O)C.O>[CH3:1][C:2]1[CH:15]=[C:5]2[C:6]([C@@H:10]3[CH2:12][C@H:11]3[CH:13]=[N:19][OH:16])=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 86641921trans-2-(2-Methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropanecarbaldehyde

Produkt 1

HCID 86641923trans-2-(2-Methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropanecarbaldehyde oximeAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19096565Water ethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Trans-2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropanecarbaldehyde (1.62 g, 8.08 mmol), 8 M aqueous sodium hydroxide solution (4.04 mL, 32.3 mmol) and hydroxylamine hydrochloride (1.85 g, 26.7 mmol) was dissolved in ethanol/water (65 mL/13 mL), and the mixture was stirred at 60° C. for 3 hr. The reaction solution was concentrated, extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.67 g, yield 96%).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bcb257a54ee1455985a63694bb43bc39
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110585B2

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