Cesium carbonate → 1-(6-chloropyrazin-2-yl)-1H-benzimidazole-6-carboxamide

HRID 16134

Reaktionsgleichung

Reaktionsgleichung von HRID 16134
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[NH:9]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]([NH2:20])=[O:19])=[CH:17][C:12]=2[N:11]=[CH:10]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.C(OCC)(=O)C>[Cl:8][C:4]1[N:3]=[C:2]([N:11]2[C:12]3[CH:17]=[C:16]([C:18]([NH2:20])=[O:19])[CH:15]=[CH:14][C:13]=3[N:9]=[CH:10]2)[CH:7]=[N:6][CH:5]=1

Komponenten

6

Edukt 3

HCID 10796Cesium carbonateHCID 785042,6-DichloropyrazineHCID 154216421H-Benzimidazole-6-carboxamide

Produkt 1

HCID 588699191-(6-chloropyrazin-2-yl)-1H-benzimidazole-6-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2,6-dichloropyrazine (2.0 g, 13.4 mmol), 1H-benzimidazole-5-carboxamide (2.0 g, 12.3 mmol) and cesium carbonate (5.6 g, 17.2 mmol) in DMF (10 mL) was heated at 90° C. for 3 h. The solution was cooled to RT and diluted with ethyl acetate (20 mL) and filtered. The solid material was washed with chloroform-methanol (20 mL, 4:1) and the combined filtrates concentrated in vacuo. The residue thus obtained (3.02 g) was used without further purification.

Aufarbeitung

  1. temperatureThe solution was cooled to RT
  2. filtrationfiltered
  3. washThe solid material was washed with chloroform-methanol (20 mL, 4:1)
  4. concentrationthe combined filtrates concentrated in vacuo
  5. customThe residue thus obtained (3.02 g)
  6. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-45a00e9379fe4e9aa2e1505c54eed664
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737143B2

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