HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348637Generated: October 27, 2026
Dicyclohexylcarbodiimide → 4-{[bis(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminobutyl)-benzamide
https://huagongshe.com/reaction/348637
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N,N-dipropylbutane-1,4-diamine | HCID 7138396 | — |
| Reactant | 4-{[bis(1-methyl-1H-imidazol-2-ylmethyl)amino]methyl}-benzoic Acid | HCID 66941805 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{[bis(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminobutyl)-benzamide | HCID 58801911 | — |
Reaction Steps
The compound (75.0 mg) obtained in Example 40-1 was dissolved in DMF (2.0 ml) and then added with DCC (46.0 mg) and HOBt (36.0 mg), followed by stirring for 6 hours. A solution of the compound (76.0 mg) obtained in Example 1-2 in DMF was added to the reaction system and then the whole was stirred for 15 hours. After completion of the reaction, DMF was distilled off and the residue was then dissolved in chloroform, followed by extraction with 1 mol/l hydrochloric acid. The aqueous layer was added with a 1 mol/l sodium hydroxide aqueous solution and then extracted with chloroform. The extract was dried with anhydrous magnesium sulfate and the solvent was then distilled off, followed by treating with hydrochloric acid. Subsequently, the treated product was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (23.9 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-03d953a9c8a84e2aa261bd318474ed65 |
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| Source note | uspto-grants-2007_02 |
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