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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277549Generated: October 29, 2026

Sodium Carbonate → HCID 90407393, compound

https://huagongshe.com/reaction/2277549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 90407150HCID 90407150—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90407393HCID 9040739388.6%

Reaction Steps

A mixture of 2-[5-bromo-1-[(2-chlorophenyl)methyl]imidazol-4-yl]pyridine-4-carbonitrile (270 mg, 0.726 mmol), 4-fluorophenylboronic acid (203 mg, 1.452 mmol), Pd(dppf)Cl2 (60 mg, 0.0726 mmol) and Na2CO3 (0.3 mL, 1.452 mmol, 2 M) in dioxane (10 mL) was refluxed overnight under N2, concentrated and purified by FCC (DCM/MeOH=20/1) to give the title compound (250 mg, 88%). [M+H] Calc'd for C22H14ClFN4, 389. Found, 389.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133166B2
Source datasetuspto-grants-2015_09
ORD IDord-4d363536be87434fad9c99b2afe7667a
Source noteuspto-grants-2015_09