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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890197Generated: October 27, 2026

Sodium Chloride → 2-[3'-(2''-t-Butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1890197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantPotassium CarbonateHCID 11430—
Reactant(2-Bromoethoxy)(tert-butyl)diphenylsilaneHCID 10915442—
Reactant2-(3'-Hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridineHCID 67136237—
SolventDimethylformamideHCID 6228—
Product2-[3'-(2''-t-Butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridineHCID 6713598886.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

300 mg (corresponding to 0.893 mmol) of 2-(3′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridine was dissolved in 5.0 mL of dimethylformamide, and 370 mg (corresponding to 2.68 mmol) of potassium carbonate was added thereto. Then, 357 mg (corresponding to 0.982 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 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=3/1) to obtain 477 mg (corresponding to 0.771 mmol) of 2-[3′-(2″-t-butyldiphenylsiloxyethoxy)phenyl]-6-iodoimidazo[1,2-a]pyridine (FIG. 2-8, Step 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08506930B2
Source datasetuspto-grants-2013_08
ORD IDord-a1485af87c124bd1a0871ea17101f230
Source noteuspto-grants-2013_08