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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047389Generated: October 25, 2026

Methyl iodide → 2-(5-Bromo-2-fluoro-phenyl)-1-methyl-1H-benzoimidazole

https://huagongshe.com/reaction/2047389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-(5-Bromo-2-fluoro-phenyl)-1H-benzoimidazoleHCID 43236451—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Bromo-2-fluoro-phenyl)-1-methyl-1H-benzoimidazoleHCID 5956819097.6%

Reaction Steps

NaH 60% suspension in mineral oil (0.61 g, 25.5 mmol) was added to a solution of 2-(5-Bromo-2-fluoro-phenyl)-1H-benzoimidazole (3.70 g, 12.76 mmol) in dry THF (100 mL) and the reaction was stirred at room temperature 30 minutes before adding methyl iodide (1.19 mL, 19.1 mmol). Reaction was left stirring for 2 h, then quenched with water (20 mL) The solution was concentrated, then AcOEt (30 mL) was added. The organic solution was separated, washed with brine (10 mL), dried over Na2SO4 and concentrated under reduced pressure to afford 3.80 g of desired compound. (97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592463B2
Source datasetuspto-grants-2013_11
ORD IDord-9f0c9c3d6d3a4d3a8e3db4727118e70f
Source noteuspto-grants-2013_11