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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222219Generated: October 26, 2026

Sodium Chloride → 2-[4'-(2''-t-Butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/222219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantPotassium CarbonateHCID 11430—
Reactant(2-Bromoethoxy)(tert-butyl)diphenylsilaneHCID 10915442—
Reactant2-(4'-Hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridineHCID 24757011—
SolventDimethylformamideHCID 6228—
Product2-[4'-(2''-t-Butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridineHCID 67136036100%

Reaction Conditions

Temperature90 °C

Reaction Steps

200 mg (corresponding to 0.595 mmol) of 2-(4′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridine was dissolved in 3.0 mL of dimethylformamide, and 247 mg (corresponding to 1.79 mmol) of potassium carbonate was added thereto. Then, 259 mg (corresponding to 0.714 mmol) of 1-bromo-2-(t-butyldiphenylsiloxy)ethane was added thereto. After the reaction mixture was stirred at 90° C. for 2 hours, a saturated sodium chloride aqueous solution was added, and extracted three times with ethyl acetate. The combined ethyl acetate layers were dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=2/1) to obtain 368 mg (corresponding to 0.595 mmol) of 2-[4′-(2″-t-butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine (FIG. 1, Step 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207189B2
Source datasetuspto-grants-2012_06
ORD IDord-8308e3c610aa4b649b23972f66d7e04c
Source noteuspto-grants-2012_06