Tetrahydrofuran → 5-Bromo-3-fluoropyridine-2-carbonitrile

HRID 535900Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 535900
[Br:1][C:2]1[CH:3]=[C:4]([N+]([O-])=O)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[F-:13].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>CS(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([F:13])[C:5]([C:8]#[N:9])=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 27696985-Bromo-3-nitropyridine-2-carbonitrile

Produkt 1

HCID 441966805-Bromo-3-fluoropyridine-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

A solution of 5-bromo-3-nitropicolinonitrile (6.84 g, 30 mmol) in dimethylsulfoxide was cooled to −25° C. and treated with 1M tetra-n-butylammonium fluoride in tetrahydrofuran (60 mL, 60 mmol). The reaction mixture was stirred at ambient temperature for 1 hour. It was quenched with water and extracted with ethyl acetate. The combined organic layers were dried (Na2SO4), filtered and concentrated to provide crude title compound.

Aufarbeitung

  1. customIt was quenched with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c46db34b922745db8c38683e18eff2ac
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08859546B2

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