Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575735Generated: October 30, 2026

Water → HCID 90418667, compound

https://huagongshe.com/reaction/575735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2,4-DifluorophenolHCID 123051—
Reactant3-Bromo-2-chloro-5-nitropyridineHCID 230889—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 90418667HCID 9041866760.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 3-bromo-2-chloro-5-nitropyridine (2.4 g, 10 mmol) and 2,4-difluorophenol (1 mL, 11 mmol) in NMP (20 ml) was treated with cesium carbonate (3.9 g, 12 mmol). The resulting mixture was heated to 60° C. for 12 h. The mixture was treated with water (100 ml) and extracted with EtOAc (3×50 ml); the combined organic extracts were washed with saturated bicarbonate solution (aq), dried over sodium sulfate, filtered and concentrated in vacuo to afford a yellow solid. The solid was purified by silica gel column chromatography (gradient of 5 to 30% EtOAc in hexanes) to afford the free base of the title compound (2 g, 59%) as a yellow solid. LCMS (M+H)+=332.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-12e7c3fc916a4ae89c7749ccbb90257a
Source noteuspto-grants-2015_05