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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405272Generated: October 29, 2026

Water → Ethyl 3-(5-(3-chloro-5-((4'-chloro-[1,1'-biphenyl]-4-yl)carbamoyl)phenyl)picolinamido)propanoate

https://huagongshe.com/reaction/405272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoateHCID 71059832—
ReactantHCID 71060069HCID 71060069—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 3-(5-(3-chloro-5-((4'-chloro-[1,1'-biphenyl]-4-yl)carbamoyl)phenyl)picolinamido)propanoateHCID 71059931—

Reaction Steps

3-bromo-5-chloro-N-(4′-chloro-[1,1′-biphenyl]-4-yl)benzamide (51 mg, 0.12 mmol), ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate (66 mg, 0.16 mmol), Pd(dppf)Cl2 (9 mg, 0.01 mmol), and 2M aqueous K2CO3 (0.12 mL, 0.24 mmol) were dissolved in 1,4-dioxane (2 mL) and water (2 mL) and the resulting mixture was heated to 70° C. After 3 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748624B2
Source datasetuspto-grants-2014_06
ORD IDord-d8b2d5279ea644de9e5ce30c50a1f78e
Source noteuspto-grants-2014_06