HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348600Generated: October 30, 2026
1-Hydroxybenzotriazole → 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide
https://huagongshe.com/reaction/348600
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Carbodiimide | HCID 160435 | — |
| Reactant | 4-Dipropylaminomethyl-aniline | HCID 16777011 | — |
| Reactant | 4-[N,N-bis-(imidazol-2-ylmethyl)aminomethyl]-benzoic Acid | HCID 66941911 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide | HCID 9983420 | — |
Reaction Steps
The compound (57.2 mg) obtained in Example 19-2, the compound (106 mg) obtained in Example 2-2, and HOBt (162 mg) were dissolved in anhydrous DMF (2.5 ml) and then added with PS-carbodiimide (manufactured by Argonaut Technologies, Inc.) (419 mg), followed by stirring at room temperature for 12 hours. After completion of the reaction, the solution was filtrated and the solvent was then distilled off. The residue was dissolved in chloroform and then washed with 1 mol/l sodium hydroxide and saturated saline solution, followed by drying with anhydrous magnesium sulfate. The solvent was distilled off and the residue was then treated with hydrochloric acid. Subsequently, the residue was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (18.3 mg) of the subject compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07176227B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-312296f3d98d4aa385316e73e1efc403 |
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| Source note | uspto-grants-2007_02 |
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