Cesium carbonate → HCID 178525669, compound

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	(Z)-methyl 3-hydroxy-2-(pyrimidin-5-ylmethyl)acrylate	HCID 67774726	—
Reactant	HCID 178512771	HCID 178512771	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 178525669	HCID 178525669	15.2%

Reaction Conditions

Temperature	130 °C

Reaction Steps

The mixture of N-[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]guanidine (50 mg, 0.109 mmol), methyl (2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (33 mg, 0.170 mmol) and Cs2CO3 (143 mg, 0.438 mmol) in NMP (1 mL) was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound (5 mg, 7.60% yield). LCMS: rt=2.93 min, [M+H]=488

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09174968B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-cac0ce31b1974b70bbc94bd29cba9217
Source note	uspto-grants-2015_11