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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771825Generated: November 3, 2026

Cesium carbonate → Isopropyl 2-[3-[[5-(3,5-difluorophenyl)-2,3-dimethyl-phenyl]methylamino]-2,4-difluoro-phenoxy]acetate

https://huagongshe.com/reaction/1771825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantIsopropyl bromoacetateHCID 121593—
Reactant3-[[5-(3,5-Difluorophenyl)-2,3-dimethyl-phenyl]methylamino]-2,4-difluoro-phenolHCID 89443705—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductIsopropyl 2-[3-[[5-(3,5-difluorophenyl)-2,3-dimethyl-phenyl]methylamino]-2,4-difluoro-phenoxy]acetateHCID 8944548996.7%

Reaction Steps

To a solution of 3-[[5-(3,5-difluorophenyl)-2,3-dimethyl-phenyl]methylamino]-2,4-difluoro-phenol (20 mg, 0.05 mmol, 1.0 eq) in DMF (3 mL) was added Cs2CO3 (26 mg, 0.075 mmol, 1.5 eq). The mixture was stirred at room temperature for 30 min then isopropyl bromoacetate (11 mg, 0.06 mmol, 1.2 eq) was added. The reaction mixture was stirred at room temperature for a further 1 h then diluted with water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified by column chromatography (petroleum ether:EtOAc, 30:1) to give the title compound as a colorless oil (23 mg, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-033f2d46289c4bea890211ba8791080c
Source noteuspto-grants-2016_02