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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059516Generated: October 31, 2026

Water → 2-[4'-(3''-Fluoropropoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/2059516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantPropane, 1-bromo-3-fluoro-HCID 67699—
Reactant2-(4'-Hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridineHCID 24757011—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
Product2-[4'-(3''-Fluoropropoxy)phenyl]-6-iodoimidazo[1,2-a]pyridineHCID 2475692744.1%

Reaction Steps

673 mg (corresponding to 2.0 mmol) of 2-(4′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridine was dissolved in 25 mL of N,N-dimethylformamide, and 831 mg (corresponding to 6.0 mmol) of potassium carbonate was added thereto. 275 μL (corresponding to 3.0 mmol) of 1-bromo-3-fluoropropane was added to the resulting solution, and the solution was stirred for 24 hours at room temperature. After the completion of the reaction, the reaction solution was poured into water, and extracted three times with chloroform. The combined chloroform layer was washed with water and a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting crude product was purified by flash silica gel column chromatography (elution solvent: chloroform), and further purified by recycle preparative HPLC (HPLC apparatus: LC-908 (under trade name; manufactured by Japan Analytical Industry Co., Ltd.); column: two of JAIGEL 2H (under trade name; manufactured by Japan Analytical Industry Co., Ltd.) connected together; mobile phase: chloroform), to obtain 349 mg (corresponding to 0.881 mmol) of 2-[4′-(3″-fluoropropoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine (FIG. 5, Step 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08277777B2
Source datasetuspto-grants-2012_10
ORD IDord-f286747f16134b25b6e7fc31688de88b
Source noteuspto-grants-2012_10