Cesium carbonate → 3-(4-Methoxy-benzyl)-5-(4-quinoxalin-2-yl-phenoxy)-3,4-dihydro-1H-pyrido[2,3-d]pyrimidin-2-one

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	4-Quinoxalin-2-ylphenol	HCID 787366	—
Reactant	5-chloro-3-[(4-methoxyphenyl)methyl]-1H,2H,3H,4H-pyrido[2,3-d]pyrimidin-2-one	HCID 66926291	—
Solvent	Dimethylformamide	HCID 6228	—
Product	3-(4-Methoxy-benzyl)-5-(4-quinoxalin-2-yl-phenoxy)-3,4-dihydro-1H-pyrido[2,3-d]pyrimidin-2-one	HCID 70499241	42.7%

Reaction Conditions

Temperature	130 °C

Reaction Steps

A suspension of 5-chloro-3-(4-methoxy-benzyl)-3,4-dihydro-1h-pyrido[2,3-d]pyrimidin-2-one (100.00 mg; 0.33 mmol; 1.00 eq.), 4-quinoxalin-2-ylphenol (91.46 mg; 0.41 mmol; 1.25 eq.), and cesium carbonate (214.54 mg; 0.66 mmol; 2.00 eq.) in DMF (2.00 ml) was heated in a microwave at 130° C. for 4 hours. The reaction was concentrated, redissolved in DMSO, syringe filtered, and purified via prep HPLC to afford 69 mg of 280 as an off-white solid. LC-MS (M+H=490, obsd.=490).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569295B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-e7b9b692cfe24bcb9cbc699769f3cb7a
Source note	uspto-grants-2013_10