Acetic Acid → 6-Chloro-1H-imidazo[4,5-C]pyridine-4-carbonitrile

HRID 2079552Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2079552
[NH2:1][C:2]1[C:3]([C:10]#[N:11])=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1[NH2:8].[CH2:12](OC(OCC)OCC)C.CC(O)=O>C(Cl)Cl>[Cl:9][C:5]1[N:4]=[C:3]([C:10]#[N:11])[C:2]2[N:1]=[CH:12][NH:8][C:7]=2[CH:6]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 31214Ethyl orthoformateHCID 592183443,4-Diamino-6-chloropyridine-2-carbonitrile

Produkt 1

HCID 451205836-Chloro-1H-imidazo[4,5-C]pyridine-4-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 3,4-diamino-6-chloropicolinonitrile (3.2 g), triethylorthoformate (16 ml) and AcOH (5.4 ml) was heated to 150° C. in DCM (16 ml) in a microwave for 15 minutes. Solvent was evaporated, residue was dissolved in EtOAc (250 mL) and washed with water (150 mL). Organic layer was dried over sodium sulphate. Solvent was evaporated under reduced pressure to yield 6-chloro-1H-imidazo[4,5-c]pyridine-4-carbonitrile (2.2 g).

Aufarbeitung

  1. customSolvent was evaporated
  2. dissolutionresidue was dissolved in EtOAc (250 mL)
  3. washwashed with water (150 mL)
  4. dry with materialOrganic layer was dried over sodium sulphate
  5. customSolvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-43b04cbf6f794fea943b7891296d06d4
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932251B2

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