Potassium Carbonate → HCID 178525670, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	(Z)-methyl 3-hydroxy-2-(pyrimidin-5-ylmethyl)acrylate	HCID 67774726	—
Reactant	2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethyl imidocarbamate	HCID 67775567	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 178525670	HCID 178525670	82.9%

Reaction Conditions

Temperature	160 °C

Reaction Steps

The mixture of 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethyl imidocarbamate (200 mg, 0.380 mmol), methyl (2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (147 mg, 0.759 mmol) and K2CO3 (105 mg, 0.759 mmol) in NMP (5 mL) was heated with a microwave reactor at 160° C. for 1.5 h. Purification via MDAP then afforded the title compound (100 mg, 41.5% yield). LCMS: rt=3.42 min, [M+H+]=521

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09174968B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-d5de4aff88664284a5c4cb4994f5ffa1
Source note	uspto-grants-2015_11