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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948883Generated: October 30, 2026

Ammonium Chloride → HCID 68719801, compound

https://huagongshe.com/reaction/1948883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 68717541HCID 68717541—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68719801HCID 6871980174.4%

Reaction Steps

571 mg (corresponding to 1.24 mmol) of 6-bromo-2-[4′-(2″-t-butyldimethylsiloxyethoxy)phenyl]-7-methylimidazo[1,2-a]pyridine was dissolved in 3.0 mL of tetrahydrofuran, and 1.24 mL of a 1.0 mol/L solution in tetrahydrofuran of tetrabutylammoniumfluoride was added thereto. After the reaction mixture was stirred at room temperature for 20 minutes, an aqueous ammonium 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 washed with water and ethyl acetate, to obtain 320 mg (corresponding to 0.922 mmol) of 6-bromo-2-[4′-(2″-hydroxyethoxy)phenyl]-7-methylimidazo[1,2-a]pyridine (FIG. 9, Step 5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399672B2
Source datasetuspto-grants-2013_03
ORD IDord-26a8a9c7315248d0a12ca3b7a1b07fa5
Source noteuspto-grants-2013_03