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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222224Generated: October 27, 2026

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

https://huagongshe.com/reaction/222224

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 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=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. 8, Step 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207189B2
Source datasetuspto-grants-2012_06
ORD IDord-87face66b410404ebb15ad8e1d86faa7
Source noteuspto-grants-2012_06