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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405239Generated: October 28, 2026

Hydrochloric Acid → HCID 71059997, compound

https://huagongshe.com/reaction/405239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactant4-Acetylphenylboronic acidHCID 3702122—
ReactantHCID 71060047HCID 71060047—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71059997HCID 71059997—

Reaction Conditions

Temperature90 °C

Reaction Steps

Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-5-chlorophenyl)picolinamido)propanoate (84 mg, 0.16 mmol), (4-acetylphenyl)boronic acid (32 mg, 0.20 mmol), Pd(dppf)Cl2 (18 mg, 0.02 mmol), 2M aqueous Na2CO3 (0.22 mL, 0.44 mmol) were dissolved in 1,4-dioxane (1.2 mL) and the resulting mixture was heated to 90° C. After 16 h the resulting mixture was cooled to room temperature, acidified with 2N HCl, filtered through CELITE and the filtrate was diluted with EtOAc, washed with water and saturated aqueous NaHCO3. The organic layer was 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-9e05362acb2644f69ddf687fc1fb3bf4
Source noteuspto-grants-2014_06