2-Bromo-4-chloro-1-(difluoromethoxy)benzene → 4-[5-Chloro-2-(difluoromethoxy)phenyl]-2,5-dimethoxypyridine

HRID 56843

Reaktionsgleichung

Reaktionsgleichung von HRID 56843
[CH3:1][O:2][C:3]1[CH:8]=[C:7](B(O)O)[C:6]([O:12][CH3:13])=[CH:5][N:4]=1.[F:14][CH:15]([O:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1Br)[F:16]>>[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH:15]([F:14])[F:16])=[C:19]([C:7]2[C:6]([O:12][CH3:13])=[CH:5][N:4]=[C:3]([O:2][CH3:1])[CH:8]=2)[CH:20]=1

Komponenten

3

Edukt 2

HCID 463115372-Bromo-4-chloro-1-(difluoromethoxy)benzeneHCID 748906632,5-Dimethoxypyridine-4-boronic acid

Produkt 1

HCID 1176049044-[5-Chloro-2-(difluoromethoxy)phenyl]-2,5-dimethoxypyridine

Versuchsvorschrift

417 mg (2.19 mmol, 1.2 eq.) of 2,5-dimethoxypyridin-4-ylboronic acid and 494 mg (1.82 mmol) of 2-bromo-4-chlorophenyl difluoromethyl ether in the presence of [1,1-bis(diphenylphosphino)ferrocene]palladium(II) chloride/dichloromethane monoadduct were reacted according to General Method 2A. The crude product was purified by flash chromatography (KP-SIL, petroleum ether/ethyl acetate 15-20%). Yield: 170 mg (purity 90%, 27% of theory)

Aufarbeitung

  1. customThe crude product was purified by flash chromatography (KP-SIL, petroleum ether/ethyl acetate 15-20%)

Quellen und Nachweise

ORD-Eintrag
ord-b32853877264485fa2c7fb370be08afb
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434690B2

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