Sodium Hydroxide → HCID 178433897, Verbindung

HRID 497950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 497950
[OH:1][C:2]1[C:7](C(O)=O)=[CH:6][N:5]=[C:4]2[N:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[N:12]=[C:13]([CH3:14])[C:3]=12.[OH-].[Na+]>P(=O)(O)(O)O>[CH3:14][C:13]1[C:3]2[C:2]([OH:1])=[CH:7][CH:6]=[N:5][C:4]=2[N:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[N:12]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 178433901HCID 178433901, Verbindung

Produkt 1

HCID 178433897HCID 178433897, VerbindungAusbeute 15,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1004Phosphoric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

A suspension of 4-hydroxy-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (2.0 g, 6.7 mmol) in phosphoric acid (10 mL) was heated and stirred at 180° C. for 12 hours. The reaction solution was cooled to room temperature, neutralized by the addition of an aqueous sodium hydroxide solution, and organic matter was extracted with chloroform. The extract was washed with saturated brine and water, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Purification of the residue by silica gel column chromatography (chloroform:methanol=95:5) gave the title compound (230 mg, 15% yield).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureThe reaction solution was cooled to room temperature
  3. extractionwas extracted with chloroform
  4. washThe extract was washed with saturated brine and water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customPurification of the residue by silica gel column chromatography (chloroform:methanol=95:5)

Quellen und Nachweise

ORD-Eintrag
ord-6c8cf89897c141e495cb6985d2680b0e
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06949648B2

Notizen zur Reaktion

Wird geladen…