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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505409Generated: October 27, 2026

3,5-Dichlorophenylboronic acid → HCID 178428711, compound

https://huagongshe.com/reaction/505409

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dichlorophenylboronic acidHCID 2734331—
ReactantHCID 178428704HCID 178428704—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178428711HCID 17842871130.9%

Reaction Steps

The title compound is synthesized according to General Procedure A. 100 mg of 2-[2-(2-amino-4-methylpyridin-6-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine in 5.0 ml dioxane, 903 μl Na2CO3 solution, 65 mg of 3,5-dichlorophenylboronic acid, 13 mg of PdCl2(PCy3)2, 120° C. for 64 h. During extraction with 20 ml of CH2Cl2/H2O the title compound starts precipitating in the organic layer. Subsequently, 37 mg of the pure title compound can be obtained as a colorless powder after filtration and lyophilization from 2.0 ml dioxane and 1.0 ml water. M.p. 224° C. ESI-MS: 398.3, 400.2, 402.3 (MH+; 100%, 65%, 13%). TLC: Rf=0.24 (dichloromethane/methanol 10:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781453B2
Source datasetuspto-grants-2010_08
ORD IDord-5a336b6f22664a4fbc683e04d3cca55c
Source noteuspto-grants-2010_08