Toluene → 6-Methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-5-phenyl-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Toluene	HCID 1140	—
Edukt	Sodium Carbonate	HCID 10340	—
Edukt	Phenylboronic Acid	HCID 66827	—
Edukt	5-Iodo-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoro-methyl)phenyl]1,2-dihydropyridine-3-carboxamide	HCID 11519933	—
Katalysator	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Lösungsmittel	Ethanol	HCID 702	—
Produkt	6-Methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-5-phenyl-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide	HCID 11444082	76,2%

Reaktionsbedingungen

Temperatur	80 °C

Reaktionsschritte

A mixture of phenylboronic acid (25 mg, 0.20 mmol), 1,1′bis(diphenylphosphino)ferrocenedichloropalladium(II) (4 mg, 0.005 mmol), 5-iodo-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (100 mg 0.17 mmol), toluene (1 ml), ethanol (99%, 0.25 ml) and Na2CO3 (2M, 0.25 ml) was stirred at 80° C. overnight, concentrated and the residue was purified by flash chromatography to give the title compound (70 mg, 76%).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08063073B2
Quelldatensatz	uspto-grants-2011_11
ORD ID	ord-81f1eef646744551b9e33901497e0f02
Quellennotiz	uspto-grants-2011_11