Reaktion #84948

ord-32bb918ced914e68973c9a55e8bb7444

Reaktionsgleichung

CCOC(=O)C(Cc1ccccc1)n1ccc(Br)cc1=O
ethyl 2-(4-bromo-2-oxopyridin-1(2H)-yl)-3-phenylpropanoate
N#Cc1ccc(Cl)cc1B(O)O
5-chloro-2-cyanophenylboronic acid
→
CCOC(=O)C(Cc1ccccc1)n1ccc(-c2cc(Cl)ccc2C#N)cc1=O
Ethyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-phenylpropanoate

Edukte

CCOC(=O)C(Cc1ccccc1)n1ccc(Br)cc1=O
ethyl 2-(4-bromo-2-oxopyridin-1(2H)-yl)-3-phenylpropanoate
N#Cc1ccc(Cl)cc1B(O)O
5-chloro-2-cyanophenylboronic acid

Reagenzien

c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
tetrakis(triphenylphosphine)palladium(0)

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

572 mg (1.6 mmol) of ethyl 2-(4-bromo-2-oxopyridin-1(2H)-yl)-3-phenylpropanoate (racemate) and 330 mg (1.8 mmol) of 5-chloro-2-cyanophenylboronic acid in the presence of tetrakis(triphenylphosphine)palladium(0) were reacted according to General Method 2A. Yield: 300 mg (purity 94%, 43% of theory)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09434690B2uspto-grants-2016_09