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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271639Generated: October 26, 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/271639

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 numberUS07452911B2
Source datasetuspto-grants-2008_11
ORD IDord-14c34c2d8cb3446bb7d5fcb83ac0b49b
Source noteuspto-grants-2008_11