(5-Chloro-2-methoxypyridin-4-yl)boronic acid → 4-Chloro-2-(5-chloro-2-methoxypyridin-4-yl)benzonitrile

HRID 56696

Reaktionsgleichung

Reaktionsgleichung von HRID 56696
[Cl:1][C:2]1[C:3](B(O)O)=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.Br[C:14]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:15]=1[C:16]#[N:17]>>[Cl:22][C:20]1[CH:21]=[CH:14][C:15]([C:16]#[N:17])=[C:18]([C:3]2[C:2]([Cl:1])=[CH:7][N:6]=[C:5]([O:8][CH3:9])[CH:4]=2)[CH:19]=1

Komponenten

3

Edukt 2

HCID 11030558(5-Chloro-2-methoxypyridin-4-yl)boronic acidHCID 234985242-Bromo-4-chlorobenzonitrile

Produkt 1

HCID 1176054194-Chloro-2-(5-chloro-2-methoxypyridin-4-yl)benzonitrile

Versuchsvorschrift

5.36 g (purity 91%, 26.03 mmol) of 5-chloro-2-methoxypyridin-4-ylboronic acid and 5.12 g (23.66 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 work-up, the crude product was then purified by flash chromatography (silica gel 60, cyclohexane/dichloromethane mixtures). Yield: 4.11 g (purity 91%, 52% of theory)

Aufarbeitung

  1. customAfter work-up, the crude product was then purified by flash chromatography (silica gel 60, cyclohexane/dichloromethane mixtures)

Quellen und Nachweise

ORD-Eintrag
ord-8ba69293a5f94edabb5c0b5fdbbb0375
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434690B2

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