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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910249Generated: October 25, 2026

Bis(2-pyridylmethyl)amine → N1,N1-Di(2-pyridylmethyl)-2-[3-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetamide

https://huagongshe.com/reaction/910249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-pyridylmethyl)amineHCID 73759—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-[3-(4-Imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetic acidHCID 67405489—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductN1,N1-Di(2-pyridylmethyl)-2-[3-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetamideHCID 6740446472.5%

Reaction Steps

2-[3-(4-Imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetic acid (51 mg), 2,2′-dipicolylamine (32 mg), and 1-hydroxybenzotriazole (27 mg) were dissolved in N,N-dimethylformamide (1 mL), and triethylamine (56 μL) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (38 mg) were added to the solution, followed by stirring at room temperature for 2 hours. Water was added to the reaction mixture, followed by extraction with chloroform and then drying over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to flash column chromatography. Fractions eluted by dichloromethane-methanol (20:1) were concentrated under reduced pressure, and the solid was recovered through filtration by use of diethyl ether, to thereby yield the title compound (58 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022075B2
Source datasetuspto-grants-2011_09
ORD IDord-f9236efd8d384e90a53a9a1fa0931a3f
Source noteuspto-grants-2011_09