Dimethylformamide diethylacetal → ethyl 3-(5-methyl-1H-tetrazol-1-yl)pyridine-4-carboxylate

HRID 47459

Reaktionsgleichung

Reaktionsgleichung von HRID 47459
C([O:3][CH:4]([O:8][CH2:9][CH3:10])N(C)C)C.[CH3:11][C:12]1[N:16]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][C:22]=2C(O)=O)[N:15]=[N:14][N:13]=1>ClCCl>[CH3:11][C:12]1[N:16]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][C:22]=2[C:4]([O:8][CH2:9][CH3:10])=[O:3])[N:15]=[N:14][N:13]=1

Komponenten

4

Edukt 2

HCID 70913Dimethylformamide diethylacetalHCID 221726643-(5-methyl-1H-tetrazol-1-yl)pyridine-4-carboxylic acid

Produkt 1

HCID 22172739ethyl 3-(5-methyl-1H-tetrazol-1-yl)pyridine-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Dimethylformamide diethyl acetal (46 mL) was added to a suspension of 3-(5-methyl-1H-tetrazol-1-yl)pyridine-4-carboxylic acid (36 g) in dichloromethane (800 mL). The reaction mixture was stirred at ambient temperature overnight then washed six times with water (500 mL), dried over magnesium sulfated, and concentrated under vacuum. The residue was recrystallized from ethyl acetate/hexanes to provide 40 g of ethyl 3-(5-methyl-1H-tetrazol-1-yl)pyridine-4-carboxylate as a solid.

Aufarbeitung

  1. washthen washed six times with water (500 mL)
  2. dry with materialdried over magnesium
  3. concentrationconcentrated under vacuum
  4. customThe residue was recrystallized from ethyl acetate/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-e2660c48de33439390b2a581508cb241
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699878B2

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