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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bis(2-pyridylmethyl)amine | HCID 73759 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-[3-(4-Imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetic acid | HCID 67405489 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N1,N1-Di(2-pyridylmethyl)-2-[3-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetamide | HCID 67404464 | 72.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022075B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-f9236efd8d384e90a53a9a1fa0931a3f |
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| Source note | uspto-grants-2011_09 |
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