2-(Methylsulfanyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → (S)-1-cyclopropyl-3-(4-(2-(3-methylmorpholino)-6-(2-(methylthio)pyridin-3-yl)pyrimidin-4-yl)phenyl)urea

Participants

Role	Name	HCID	Charge
Reactant	2-(Methylsulfanyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine	HCID 44755187	—
Reactant	(S)-4-(6-(5-fluoropyridin-3-yl)-2-(methylthio)pyrimidin-4-yl)-3-methylmorpholine	HCID 67382782	—
Reactant	HCID 86691158	HCID 86691158	—
Product	(S)-1-cyclopropyl-3-(4-(2-(3-methylmorpholino)-6-(2-(methylthio)pyridin-3-yl)pyrimidin-4-yl)phenyl)urea	HCID 67382676	65%

Reaction Steps

Method as described for intermediate 5 using (S)-1-(4-(6-chloro-2-(3-methylmorpholino)pyrimidin-4-yl)phenyl)-3-cyclopropylurea (intermediate 22) and 2-(methylsulfanyl)pyridine-3-boronic acid pinacol ester to afford a yellow solid (160 mg, 65%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09249129B2
Source dataset	uspto-grants-2016_02
ORD ID	ord-04d2431b464b418b8248540c919a3e5b
Source note	uspto-grants-2016_02