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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788549Generated: October 27, 2026

4-Chlorophenylboronic acid → 1-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-ethanone

https://huagongshe.com/reaction/1788549

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant1-[2-Iodo-5-(pyrrolidine-1-carbonyl)phenyl]ethanoneHCID 68928057—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
SolventSodium BicarbonateHCID 516892—
Product1-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-ethanoneHCID 8602728396%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of Compound 419c (0.29 g, 0.845 mmol), 4-chlorobenzeneboronic acid (0.159 g, 1.02 mmol)) and Pd(PPh3)4 (97 mg) in toluene (25 mL), MeOH (6 mL) and saturated NaHCO3 (2.5 mL) was stirred under Ar at 70° C. for 16 h. After evaporation of solvent, the residue was dissolved in CHCl3 (30 mL) and filtered. The filtrate was evaporated to dryness. The residue was purified by chromatography using CHCl3-MeOH (80:1 to 30:1) as the eluent to give an oil (0.266 g, 96%). MS: 328.08 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511145B2
Source datasetuspto-grants-2009_03
ORD IDord-64def31f788d42a4ab02b00dbb8098c9
Source noteuspto-grants-2009_03