2-Bromo-4-chlorobenzonitrile → 4-(5-Chloro-2-cyanophenyl)-6-methoxypyridin-3-carbonitrile

HRID 56712

Reaktionsgleichung

Reaktionsgleichung von HRID 56712
[C:1]([C:3]1[C:4](B(O)O)=[CH:5][C:6]([O:9][CH3:10])=[N:7][CH:8]=1)#[N:2].Br[C:15]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:16]=1[C:17]#[N:18]>>[Cl:23][C:21]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[C:15]([C:4]2[CH:5]=[C:6]([O:9][CH3:10])[N:7]=[CH:8][C:3]=2[C:1]#[N:2])[CH:22]=1

Komponenten

3

Edukt 2

HCID 234985242-Bromo-4-chlorobenzonitrileHCID 123949662(5-Cyano-2-methoxypyridin-4-YL)boronic acid

Produkt 1

HCID 1176049104-(5-Chloro-2-cyanophenyl)-6-methoxypyridin-3-carbonitrile

Versuchsvorschrift

600 mg (purity 89%, 3.0 mmol) of 5-cyano-2-methoxypyridin-4-ylboronic acid and 649 mg (3.0 mmol) of 2-bromo-4-chlorobenzonitrile in the presence of [1,1-bis(diphenylphosphino)ferrocene]palladium(II) chloride/dichloromethane monoadduct were reacted according to General Method 2A. After aqueous work-up, the crude product was triturated with water and then with cyclohexane/ethyl acetate (7:3), and the solid was filtered off and dried under high vacuum. Yield: 399 mg (purity 94%, 46% of theory)

Aufarbeitung

  1. customAfter aqueous work-up, the crude product was triturated with water
  2. filtrationwith cyclohexane/ethyl acetate (7:3), and the solid was filtered off
  3. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f3ab9270d65d41a6a98dc397b582fa8a
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434690B2

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