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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573336Generated: October 30, 2026

Water → 2-(4-Bromophenoxy)-3-(2-methoxyethyl)-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/573336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-BromophenolHCID 7808—
ReactantSodium hydrideHCID 24758—
Reactant3-(2-methoxyethyl)-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridineHCID 66727773—
SolventDimethylformamideHCID 6228—
Product2-(4-Bromophenoxy)-3-(2-methoxyethyl)-3H-imidazo[4,5-b]pyridineHCID 6672772389.1%

Reaction Steps

To a stirred solution of 4-bromophenol (149 mg) in DMF (4 mL) was added NaH (60% in oil, 36.0 mg) at room temperature. The mixture was stirred at room temperature for 30 min. To the mixture was added 3-(2-methoxyethyl)-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine (200 mg). The mixture was exposed to microwave irradiation at 180° C. for 30 min, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (243 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-57e5f84173374060a9f1e83bfca54484
Source noteuspto-grants-2015_05