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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880049Generated: October 25, 2026

2-Chlorobenzimidazole → N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine

https://huagongshe.com/reaction/1880049

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzimidazoleHCID 78572—
Reactant4-[(3-methyl-2-pyridinyl)oxy]BenzenamineHCID 59326808—
SolventIsopropanolHCID 3776—
ProductN-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amineHCID 59327050—

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 4-(3-methylpyridin-2-yloxy)benzenamine (1.00 g, 4.99 mmol) and 2-chlorobenzimidazole (0.860 g, 5.64 mmol) in 10 mL of iPrOH was heated at 170° C. for 30 min in the microwave. The reaction mixture was evaporated onto silica gel. Purification by flash chromatography (2M NH3 in MeOH:CH2Cl2) afforded N-(4-(3-methylpyridin-2-yloxy)phenyl)-1H-benzo[d]imidazol-2-amine as solid. MS (ESI, pos. ion) m/z: 317.1 (M+1). IC50 (uM) ++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318718B2
Source datasetuspto-grants-2012_11
ORD IDord-a90b5ef7dc264e8e97faf6113d403c19
Source noteuspto-grants-2012_11