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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080773Generated: October 31, 2026

Hydrochloric Acid → 6-Cyano-imidazo[1,2-a]pyridine-2-carboxylic acid-(4-dipropylamino-butyl)-amide

https://huagongshe.com/reaction/2080773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN,N-dipropylbutane-1,4-diamineHCID 7138396—
ReactantEthyl 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylateHCID 10512851—
ReactantTrimethylaluminum hexaneHCID 86584505—
SolventDichloromethaneHCID 6344—
Product6-Cyano-imidazo[1,2-a]pyridine-2-carboxylic acid-(4-dipropylamino-butyl)-amideHCID 2315549749.8%

Reaction Steps

The compound (263 mg) obtained in Example 1-2 was dissolved in dichloromethane (4.0 ml) and a 15% trimethyl aluminum/hexane solution (1.08 ml) was dropped thereto. The whole was stirred at room temperature for 15 minutes. The solution was added with the compound (300 mg) obtained in Example 19-1 and stirred for additional 20 hours. The resultant was heated to 40° C. and stirred for additional 7 hours, and then 1 mol/l hydrochloric acid was added to stop the reaction, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution, water, and a saturated saline solution and dried with anhydrous sodium sulfate. The residue obtained by distilling the solvent off was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (237 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-6581db11a1604fd7948f045a190880e1
Source noteuspto-grants-2011_04