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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695135Generated: November 1, 2026

Dimethylformamide → [[3',5-Dichloro-4'-(1-pyrrolidinylcarbonyl)[1,1'-biphenyl]-2-yl]oxy]-acetic acid

https://huagongshe.com/reaction/1695135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantHCID 67277611HCID 67277611—
SolventWaterHCID 962—
Product[[3',5-Dichloro-4'-(1-pyrrolidinylcarbonyl)[1,1'-biphenyl]-2-yl]oxy]-acetic acidHCID 11538448—

Reaction Steps

The product from step c) (180 mg), tert-butyl bromoacetate (0.07 ml), potassium carbonate (0.1 g) and DMF (10 ml) were charged to a flask and stirred for 16 h. Water was added and then washed with ethyl acetate. The organic extracts were dried (MgSO4) and evaporated in vacuo. The residue was purified by flash column chromatography eluting with isohexane:ethyl acetate (8:2). The sub-title compound was dissolved in DCM (8 ml) and TFA (2 ml) was added, stirred for 1 h, then concentrated in vacuo. Trituration with a mixture of ether and isohexane gave a solid, which was further purified by reverse phase HPLC to give the title compound. Yield (48 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163727B2
Source datasetuspto-grants-2012_04
ORD IDord-c9d9196e2a1742038642391c4f7fb817
Source noteuspto-grants-2012_04