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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16116Generated: October 26, 2026

Potassium Carbonate → (2s)-2-[[5-Chloro-4'-[[(1-ethylpropyl)amino]carbonyl]-3'-fluoro[1,1'-biphenyl]-2-yl]oxy]-propanoic acid

https://huagongshe.com/reaction/16116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(R)-Methyl 2-(p-Tolyloxy)propanoateHCID 1540374—
Reactant5'-Chloro-n-(1-ethylpropyl)-3-fluoro-2'-hydroxy-[1,1'-biphenyl]-4-carboxamideHCID 67276862—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product(2s)-2-[[5-Chloro-4'-[[(1-ethylpropyl)amino]carbonyl]-3'-fluoro[1,1'-biphenyl]-2-yl]oxy]-propanoic acidHCID 11640118—

Reaction Conditions

Temperature50 °C

Reaction Steps

The product of step c) (300 mg), the product of step d) (219 mg) and potassium carbonate (135 mg) in acetonitrile (10 ml) were charged to a flask and stirred at 50° C. for 16 h. The reaction mixture was cooled, diluted with water (20 ml) and extracted with diethyl ether (3×10 ml). The organic fractions were washed with brine, dried (MgSO4) and concentrated in vacuo. The resulting yellow oil was dissolved in a 1:1 mixture of THF/methanol (10 ml) and 1M NaOH added (1.1 ml). The mixture was stirred at room temperature for 4 h and then concentrated in vacuo. The residue was purified by RPHPLC to give the title compound as a white solid (175 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737135B2
Source datasetuspto-grants-2010_06
ORD IDord-ee20e342a18c4bef809c243428ae7db4
Source noteuspto-grants-2010_06