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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916539Generated: October 25, 2026

2,4-Dichlorophenylboric acid → 5-(2,4-Dichloro-phenyl)-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridine

https://huagongshe.com/reaction/1916539

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichlorophenylboric acidHCID 21984477—
Reactant5-Bromo-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridineHCID 69071391—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
Product5-(2,4-Dichloro-phenyl)-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridineHCID 11743679—

Reaction Conditions

Temperature110 °C

Reaction Steps

10 mg (0.01 mmol) tetrakis-triphenylphosphane-palladium are added to a suspension of 60 mg (0.16 mmol) 5-bromo-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridine and 63 mg (0.32 mmol) 2,4-dichlorophenylboric acid in 4 mL 1,4-dioxane and 1 mL 2 M Na2CO3 solution and the reaction mixture is stirred for 1 h at 110° C. The mixture is evaporated down i. vac. and the residue is extracted twice with in each case 15 mL EtOH. The solvent is removed and the residue is purified by HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-ce43bbbb8e494ce2b06988513ee96b05
Source noteuspto-grants-2013_12