2-Iodoxybenzoic acid → (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(imidazo[1,2-a]pyridin-6-yl)methanone

HRID 69292

Reaktionsgleichung

Reaktionsgleichung von HRID 69292
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]([C:14]3[CH:15]=[CH:16][C:17]4[N:18]([CH:20]=[CH:21][N:22]=4)[CH:19]=3)([OH:13])C)=[CH:9][N:10]=2)[N:7]=1.I(C1C=CC=CC=1C(O)=O)(=O)=O>CC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]([C:14]3[CH:15]=[CH:16][C:17]4[N:18]([CH:20]=[CH:21][N:22]=4)[CH:19]=3)=[O:13])=[CH:9][N:10]=2)[N:7]=1

Komponenten

4

Edukt 2

HCID 1087942-Iodoxybenzoic acidHCID 87523871(Rac)-1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-(imidazo[1,2-a]pyridin-6-yl)ethanol

Produkt 1

HCID 87523683(6-Chloroimidazo[1,2-b]pyridazin-3-yl)(imidazo[1,2-a]pyridin-6-yl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

(rac)-1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-(imidazo[1,2-a]pyridin-6-yl)ethanol (Stage 9.1, 5 g, 16.68 mmol) was suspended in acetone (334 mL) with 2-iodoxybenzoic acid (45%, 14.01 g, 22.5 mmol). It was refluxed for 2 h. The RM was then cooled down to rt and the solvent was removed. The residue was triturated with 2.5 N NaOH solution and the precipitated was filtered off and dried to give the title compound as a beige solid (tR 0.6 min (conditions 2), MH+=298).

Aufarbeitung

  1. temperatureIt was refluxed for 2 h
  2. customthe solvent was removed
  3. customThe residue was triturated with 2.5 N NaOH solution
  4. filtrationthe precipitated was filtered off
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fd5da1ad6eb147709008067c507800e2
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822468B2

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