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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573357Generated: October 31, 2026

Water → HCID 66727833, compound

https://huagongshe.com/reaction/573357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-BromophenolHCID 7808—
ReactantSodium hydrideHCID 24758—
ReactantHCID 66727858HCID 66727858—
SolventDimethylformamideHCID 6228—
ProductHCID 66727833HCID 6672783379.4%

Reaction Steps

To a stirred solution of 4-bromophenol (238 mg) in DMF (4 mL) was added NaH (60% in oil, 55.1 mg) at room temperature. The mixture was stirred at room temperature for 30 min and then 3-(2,2-difluoroethyl)-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine (360 mg) was added. 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 (387 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-9385986cd4794f3486a3c5682a0cf8b5
Source noteuspto-grants-2015_05