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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915663Generated: October 26, 2026

Methyl iodide → 4-({2-[(4-bromophenyl)amino]-1-methyl-1H-1,3-benzodiazol-6-yl}oxy)-N-methylpyridine-2-carboxamide

https://huagongshe.com/reaction/1915663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-Bromophenyl isothiocyanateHCID 16133—
ReactantHCID 58385469HCID 58385469—
SolventMethanolHCID 887—
Product4-({2-[(4-bromophenyl)amino]-1-methyl-1H-1,3-benzodiazol-6-yl}oxy)-N-methylpyridine-2-carboxamideHCID 22040978—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of the {4-[4-amino-3-(methylamino)phenoxy](2-pyridyl)}-N-methylcarboxamide (1 eq) in methanol was treated with 4-bromophenylisothiocyanate (1 eq) and stirred at 60° C. for 2 hours. The reaction mixture was cooled down to room temperature and iodomethane (1 eq) was added and stirred overnight at 60° C. The reaction was concentrated and preparative chromatography gave (4-{2-[(4-bromophenyl)amino]-1-methylbenzimidazol-6-yloxy)-(2-pyridyl)-N-methylcarboxamide. MS: MH+=452.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614330B2
Source datasetuspto-grants-2013_12
ORD IDord-0ca81e006be34c0394a9bc8984b6707f
Source noteuspto-grants-2013_12