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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410197Generated: October 25, 2026

Cesium carbonate → N-(4-(3-bromopyridin-2-yloxy)phenyl)-1-methyl-1H-benzo[d]imidazol-2-amine

https://huagongshe.com/reaction/410197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-2-chloropyridineHCID 693324—
Reactant4-(1-methyl-1H-benzoimidazol-2-ylamino)-phenolHCID 59327014—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventSodium chloride; waterHCID 57417360—
ProductN-(4-(3-bromopyridin-2-yloxy)phenyl)-1-methyl-1H-benzo[d]imidazol-2-amineHCID 59327116—

Reaction Steps

To a round bottomed flask was added 4-(1-methyl-1H-benzo[d]imidazol-2-ylamino)phenol (1.0058 g, 4.20 mmol), 3-bromo-2-chloropyridine (1.213 g, 6.31 mmol), and cesium carbonate (2.74 g, 8.41 mmol) in DMSO (14.01 mL) at 100° C. to stir. Upon completion, reaction was allowed to cool to room temperature. The reaction mixture was diluted with water (10 mL)/Brine (10 mL) and extracted with DCM (3×15 mL). A precipitate formed during extraction. The solid was filtered to provide N-(4-(3-bromopyridin-2-yloxy)phenyl)-1-methyl-1H-benzo[d]imidazol-2-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759532B2
Source datasetuspto-grants-2014_06
ORD IDord-ae882382efb44cd7820fb9523d4e79c5
Source noteuspto-grants-2014_06