HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348601Generated: October 29, 2026
Acetic Acid → N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-pyridin-2-ylmethylamino]-methyl}-benzamide
https://huagongshe.com/reaction/348601
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Pyridinecarboxaldehyde | HCID 14273 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-{[N-Boc-N-(1H-imidazol-2-ylmethyl)amino]methyl}-N-(4-dipropylaminobutyl)benzamide | HCID 21084475 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-pyridin-2-ylmethylamino]-methyl}-benzamide | HCID 10457708 | — |
Reaction Steps
The compound (39.8 mg) obtained in Example 1-3 and pyridine-2-aldehyde (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (16.1 mg) were dissolved in anhydrous methanol (2.0 ml). The solution was added with sodium cyanoborohydride (18.9 mg) and then adjusted to pH 5 with acetic acid, followed by stirring at room temperature for 39.5 hours. After completion of the reaction, the solvent was distilled off. The residue was dissolved in chloroform and then washed with a 1 mol/l sodium hydroxide and saturated saline solution, followed by drying with anhydrous magnesium sulfate. Subsequently, the residue was distilled off and the residue was then treated with hydrochloric acid. The residue was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (7.00 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-8e26adee2ed54e4cad9e6d3d6a04e627 |
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| Source note | uspto-grants-2007_02 |
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