Potassium Carbonate → HCID 178494145, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	(Z)-methyl 3-hydroxy-2-((2-methoxypyrimidin-5-yl)methyl)acrylate	HCID 67773579	—
Reactant	2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethyl imidocarbamate	HCID 67775567	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 178494145	HCID 178494145	14.54%

Reaction Conditions

Temperature	160 °C

Reaction Steps

A mixture of 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethyl imidocarbamate (200 mg, 0.380 mmol), methyl (2Z)-3-hydroxy-2-{[2-(methyloxy)-5-pyrimidinyl]methyl}-2-propenoate (170 mg, 0.759 mmol) and K2CO3 (115 mg, 0.835 mmol) in NMP (5 mL) was heated with a microwave condition at 160° C. for 1.5 h. Purification via reverse phase flash chromatography afforded the title compound (32 mg, 0.055 mmol, 14.54% yield). LCMS: rt=3.53 min, [M+H+]=551

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08637536B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-14fd9c3fcd9744fa9b2528f8d6692af6
Source note	uspto-grants-2014_01