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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59947Generated: October 25, 2026

Cesium carbonate → 3-Fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrile

https://huagongshe.com/reaction/59947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Amino-3-fluorobenzonitrileHCID 2756431—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant6-Bromo-1-methyl-1H-benzimidazoleHCID 23537644—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product3-Fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrileHCID 118235342—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture containing 6-bromo-1-methyl-benzimidazole (2.38 mmol), 4-amino-3-fluoro-benzonitrile (3.57 mmol), XPhos (0.95 mmol), Cs2CO3 (7.14 mmol) and Pd(OAc)2 (0.71 mmol) in dry toluene (8 mL) was stirred at 110° C. for approximately 16 h. The mixture was diluted (EtOAc), washed (H2O), dried (Na2SO4) and concentrated to yield the desired product 3-fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440929B2
Source datasetuspto-grants-2016_09
ORD IDord-efd2f57049f347bb9455181c6f81fbac
Source noteuspto-grants-2016_09