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Potassium Carbonate → 5-bromo-2-methyl-3H-imidazo[4,5-b]pyridine

HRID 1699811
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1699811
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([Br:9])[N:3]=1.[C:10](OCC)(OCC)(OCC)[CH3:11].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.ClCCl>[Br:9][C:4]1[N:3]=[C:2]2[N:1]=[C:10]([CH3:11])[NH:8][C:7]2=[CH:6][CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 66221Triethyl orthoacetateHCID 223883866-Bromopyridine-2,3-diamine

Produkt 1

HCID 223879615-bromo-2-methyl-3H-imidazo[4,5-b]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

2,3-Diamino-6-bromopyridine (8.16 g) and triethyl orthoacetate (12.0 ml) were mixed in acetic acid (41 ml), and the mixture was refluxed under heating for 29 hr. The mixture was allowed to cool and the solvent was evaporated to give a crude product (10 g). This was dissolved in a sufficient amount of dichloromethane. Anhydrous potassium carbonate and active carbon were added and the mixture was stirred at room temperature. The insoluble matter was filtered off and the solvent was evaporated to give the objective compound (7.59 g) as a pale-yellow powder.

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 29 hr
  3. temperatureto cool
  4. customthe solvent was evaporated
  5. customto give a crude product (10 g)
  6. filtrationThe insoluble matter was filtered off
  7. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d9c600a22fb84f0dbeeecf82d9a39695
Quelldatensatz
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06348474B1

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