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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13504Generated: October 26, 2026

Methyl iodide → Methyl5-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-5-yloxy}pyridine-3-carboxylate

https://huagongshe.com/reaction/13504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-Bromophenyl isothiocyanateHCID 16133—
ReactantMethyl5-[3-amino-4-(methylamino)phenoxy]pyridine-3-carboxylateHCID 22040511—
SolventMethanolHCID 887—
ProductMethyl5-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-5-yloxy}pyridine-3-carboxylateHCID 22040538—

Reaction Steps

A solution of the methyl5-[3-amino-4-(methylamino)phenoxy]pyridine-3-carboxylate (1 eq) in methanol (8 ml) was treated with 4-bromophenylisothiocyanate (1 eq) and stirred at 60° C.-65° C. for 2 hours. The reaction mixture was cooled down to room temperature and methyl iodide (1 eq) was added and stirred overnight at 60° C. The reaction was cooled down to room temperature, evaporated, taken up in ethyl acetate and washed with water and brine, dried, evaporated under reduced pressure. Column chromatography yielded methyl5-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-5-yloxy}pyridine-3-carboxylate. MS: MH+=452

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728010B2
Source datasetuspto-grants-2010_06
ORD IDord-1b337a0935334edbab9388c479de6e9a
Source noteuspto-grants-2010_06