Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454957Generated: October 31, 2026

Cesium carbonate → methyl 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoate

https://huagongshe.com/reaction/1454957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2,4-DifluorophenolHCID 123051—
Reactantmethyl 3-(2-chloro-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl)-4-methoxybenzoateHCID 57531227—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Productmethyl 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoateHCID 57531245—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-(2-chloro-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl)-4-methoxybenzoate (1.05 g, 3.05 mmol) and Cs2CO3 (2.97 g, 9.15 mmol) dissolved in NMP (20 mL) was added 2,4 difluoro phenol (475 mg, 3.66 mmol). The mixture was heated to 80° C. for 1 hr until the reaction was complete via LCMS analysis. The reaction was poured into 500 mL of ice/H2O and the solid precipitate was collected. The crude residue was purified via silica gel chromatography (EtOAc/CH2Cl2, MeOH) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482345B2
Source datasetuspto-grants-2009_01
ORD IDord-0ce05da8e0d7418d92f6486c5635e4d1
Source noteuspto-grants-2009_01