Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 8-Hydroxyquinoline-7-carboxylic Acid | HCID 231363 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22346468 | HCID 22346468 | — |
Reaction Steps
A mixture of 8-hydroxyquinoline-7-carboxylic acid (0.50 g, 2.64 mmol), benzylamine (0.34 g, 3.17 mmol), 1-hydroxybenzotriazole (0.45 g, 2.91 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.56 g, 2.91 mmol), and triethylamine (1.6 mL, 11.6 mmol) in DMF (15 mL) was heated at 80° C. overnight. The reaction mixture was concentrated under vacuum. The residue was dissolved in methanol and subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provide the title compound as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06921759B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-20960cd7161e4380b70d3b35b0d3f5e8 |
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| Source note | uspto-grants-2005_07 |
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