2-Chloro-5-methoxypyrimidine → rac-cis-(2-(((5-Methoxypyrimidin-2-yl)amino)methyl)-3-methylpiperidin-1-yl) (5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	2-Chloro-5-methoxypyrimidine	HCID 589058	—
Edukt	Binap, (A+-)-	HCID 634876	—
Edukt	Sodium t-butoxide	HCID 23676156	—
Edukt	Rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone	HCID 117727897	—
Katalysator	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Lösungsmittel	Toluene	HCID 1140	—
Produkt	rac-cis-(2-(((5-Methoxypyrimidin-2-yl)amino)methyl)-3-methylpiperidin-1-yl) (5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone	HCID 131737137	—

Reaktionsbedingungen

Temperatur	70 °C

Reaktionsschritte

A mixture of rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone, 2-chloro-5-methoxypyrimidine, Pd2dba3, BINAP, and NaOtBu in toluene was purged with argon, and then stirred at 70° C. for 72 h. The reaction was cooled, filtered through a pad of silica gel and concentrated in vacuo. The crude reaction mixture was purified by reverse-phase preparative HPLC to afford the title compound. MS (ESI) 456.2 (M+H).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US09440982B2
Quelldatensatz	uspto-grants-2016_09
ORD ID	ord-38867a59a69a484dab80174d17ba2d0e
Quellennotiz	uspto-grants-2016_09