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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59948Generated: October 26, 2026

Methyl iodide → 3-Fluoro-4-[methyl-(3-methylbenzimidazol-5-yl)amino]benzonitrile

https://huagongshe.com/reaction/59948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDichloromethaneHCID 6344—
ReactantSodium hydrideHCID 24758—
Reactant3-Fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrileHCID 118235342—
SolventTetrahydrofuranHCID 8028—
Product3-Fluoro-4-[methyl-(3-methylbenzimidazol-5-yl)amino]benzonitrileHCID 118235322—

Reaction Steps

NaH (7.14 mmol) was added to a solution of 3-fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrile (2.38 mmol) in THF (10 mL) at 0° C. The mixture was stirred for 30 min. MeI (4.76 mmol) was added and the mixture was stirred at room temperature during 3 h. The mixture was diluted (DCM), washed (H2O) and concentrated. The residue was purified by prep HPLC to yield the desired product (Compound C).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440929B2
Source datasetuspto-grants-2016_09
ORD IDord-ecb244f0f8264134b3ef06d927c8f33c
Source noteuspto-grants-2016_09