Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657094Generated: October 31, 2026

Potassium Carbonate → 4-Chloro-2-[(E)-2-phenylethenyl]-6H-pyrimido[5,4-b][1,4]oxazin-7(8H)-one

https://huagongshe.com/reaction/657094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl ({4-amino-6-chloro-2-[(E)-2-phenylethenyl]-5-pyrimidinyl}oxy)acetateHCID 57928064—
SolventDimethylformamideHCID 6228—
Product4-Chloro-2-[(E)-2-phenylethenyl]-6H-pyrimido[5,4-b][1,4]oxazin-7(8H)-oneHCID 5913888799%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of ethyl ({4-amino-6-chloro-2-[(E)-2-phenylethenyl]-5-pyrimidinyl}oxy)acetate (0.55 g, 1.65 mmol) in DMF (5 mL) was added solid K2CO3 (0.46 g, 3.3 mmol) and the resulting mixture was heated at 75° C. for 1 h. The solvent was evaporated under reduced pressure and the residue was extracted with 10% methanol in DCM (3×100 ml). The organic extracts were combined, dried over anhydrous MgSO4, filtered and evaporated under reduced pressure to give a solid which was purified by column chromatography (silica gel) with a 0-10% methanol in DCM gradient to give the desired product as a solid (0.47 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-4e72eafb1c644758a7233ab2aee4b777
Source noteuspto-grants-2011_12