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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048988Generated: October 26, 2026

Potassium Carbonate → 2-(5-bromo-pyridin-3-yl)-5-methoxy-1-methyl-1H-benzoimidazole

https://huagongshe.com/reaction/1048988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
Reactant4-methoxy-1-N-methylbenzene-1,2-diamineHCID 4518444—
ReactantPotassium hydroxy sulfiteHCID 23707502—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(5-bromo-pyridin-3-yl)-5-methoxy-1-methyl-1H-benzoimidazoleHCID 66692798—

Reaction Steps

To a solution of 4-methoxy-N1-methyl-benzene-1,2-diamine (34; 0.5 g, 0.00328 mol) and 5-bromo-pyridine-3-carbaldehyde (0.61 g, 0.00328 mol) in DMF (10 ml) and H2O (4 ml) was added OXONE® monopersulphate (2.42 g, 0.00394 mol). Reaction mass was stirred at room temperature for 3 h. The reaction mixture was basified with 10% K2CO3 solution to pH˜8-10 and extracted with EtOAc (3×20 ml). The combined organic layers were washed with brine dried over Na2SO4 and concentrated under vacuum to afford the crude compound which was purified by column chromatography to obtain title compound 2-(5-bromo-pyridin-3-yl)-5-methoxy-1-methyl-1H-benzoimidazole (35).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382226B2
Source datasetuspto-grants-2016_07
ORD IDord-9fc78bd795cc47be94b4ece473104db2
Source noteuspto-grants-2016_07