Potassium Carbonate → HCID 178494130, 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	N-[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]-N-methylguanidine	HCID 67776747	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 178494130	HCID 178494130	8.9%

Reaction Conditions

Temperature	130 °C

Reaction Steps

To the solution of N-[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]-N-methylguanidine (100 mg, 0.212 mmol) and methyl (2Z)-3-hydroxy-2-{[2-(methyloxy)-5-pyrimidinyl]methyl}-2-propenoate (57.2 mg, 0.255 mmol) in NMP (1 ml) was added K2CO3 (117 mg, 0.850 mmol). It was heated with a microwave reactor at 130° C. for 1.5 h. Purification via MDAP then afforded the title compound as a white solid (10 mg, 8.8% yield). LCMS: rt=3.14 min, [M+H+]=532

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08637536B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-0e58f9aae695417fbf0f7c1ccf2ff57d
Source note	uspto-grants-2014_01