2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl → (S)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)-1-(1-(5-methoxypyrazin-2-yl)piperidin-4-yl)pyrrolidin-2-one

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

(S)-3-(2-Fluoro-4-(methylsulfonyl)phenylamino)-1-(piperidin-4-yl)pyrrolidin-2-one (Preparation E; 0.050 g, 0.14 mmol), 2-bromo-5-methoxypyrazine (0.032 g, 0.17 mmol), NaOtBu (0.041 g, 0.42 mmol), Pd(OAc)2 (0.005 g, 0.02 mmol), and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)-biphenyl (DavePHOS) (0.017 g, 0.042 mmol) were added to an argon-filled sealable flask. Toluene (1.5 mL) was added and the mixture was purged with bubbling argon for 5 minutes. The vessel was sealed and the mixture was stirred at 110° C. overnight. The mixture was cooled to ambient temperature, diluted with THF (12 mL), and stirred for 15 minutes. The mixture was filtered through GF/F paper and concentrated. The residue was purified by silica chromatography (EtOAc) to afford (S)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)-1-(1-(5-methoxypyrazin-2-yl)piperidin-4-yl)pyrrolidin-2-one (0.031 g, 0.067 mmol, 48% yield). Mass spectrum (apci) m/z=464.2 (M+H). Optical purity was not determined.

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