HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348594Generated: October 30, 2026
Dicyclohexylcarbodiimide → 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminophenyl)-benzamide
https://huagongshe.com/reaction/348594
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N,N-dipropyl-N'-Boc-1,4-phenylenediamine | HCID 23079266 | — |
| 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-dipropylaminophenyl)-benzamide | HCID 10051077 | — |
Reaction Steps
The compound (300 mg) obtained in Example 2-2 was dissolved in DMF (10 ml) and added with DCC (298 mg), HOBt (195 mg), and the compound (185 mg) obtained in Example 15-1, followed by stirring overnight at room temperature. After completion of the reaction, the solvent was distilled off and the residue was then dissolved in chloroform, followed by separating the solution into layers by the addition of 1 mol/l hydrochloric acid. The aqueous layer was made basic by the addition of a 1 mol/l sodium hydroxide aqueous solution. Then, the solution was subjected to extraction with chloroform. The extract was washed with saturated saline solution and the organic layer was then dried with anhydrous sodium sulfate. The solvent was distilled off. Subsequently, the residue was treated with hydrochloric acid and then purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (96.4 mg) of the subject compound as a white 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-0e57c406745b4e63bc983f31070a5cb5 |
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| Source note | uspto-grants-2007_02 |
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