Potassium Hydroxide → 4-(4-Chloro-2-fluorophenoxy)-benzo[4,5]furo[3,2-b]pyridine-3-carbonitrile

HRID 2213777Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2213777
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.[OH-].[K+].Cl[C:13]1[C:18]([C:19]#[N:20])=[CH:17][N:16]=[C:15]2[C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=3[O:23][C:14]=12>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:13]2[C:18]([C:19]#[N:20])=[CH:17][N:16]=[C:15]3[C:21]4[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=4[O:23][C:14]=23)=[C:4]([F:9])[CH:3]=1

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 1819754-Chloro-2-fluorophenolHCID 98993994-Chlorobenzo[4,5]furo[3,2-b]pyridine-3 carbonitrile

Produkt 1

HCID 99024474-(4-Chloro-2-fluorophenoxy)-benzo[4,5]furo[3,2-b]pyridine-3-carbonitrileAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 0.530 mL (4.1 mmol) of 4-chloro-2-fluorophenol and 70 mg (1.25 mmol) of potassium hydroxide is heated until a homogeneous solution is formed. To this is added 170 mg (0.74 mmol) of 4-chlorobenzo[4,5]-furo[3,2-b]pyridine-3-carbonitrile and the mixture is heated for 1 hour. Ethyl acetate is added and the solution is washed with 1 N NaOH. The organic layer is dried over sodium sulfate, filtered through a pad of diatomaceous earth and concentrated in vacuo. The solid is collected to give 115 mg (46%) of a beige solid, mp 138–140° C.

Aufarbeitung

  1. temperatureis heated until a homogeneous solution
  2. customis formed
  3. temperaturethe mixture is heated for 1 hour
  4. washthe solution is washed with 1 N NaOH
  5. dry with materialThe organic layer is dried over sodium sulfate
  6. filtrationfiltered through a pad of diatomaceous earth
  7. concentrationconcentrated in vacuo
  8. customThe solid is collected

Quellen und Nachweise

ORD-Eintrag
ord-3178fc3656e945c198550ecf0cd08f11
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07105531B2

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