HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348588Generated: October 26, 2026
2-Methoxybenzaldehyde → 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-[4-(2-methoxy-benzylamino)-butyl]-benzamide
https://huagongshe.com/reaction/348588
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methoxybenzaldehyde | HCID 8658 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-aminobutyl)-benzamide | HCID 10317717 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-[4-(2-methoxy-benzylamino)-butyl]-benzamide | HCID 21084454 | — |
Reaction Steps
The compound (63.9 mg) obtained in Example 3-2 was dissolved in anhydrous methanol (1.3 ml) and then added with 2-methoxybenzaldehyde (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (0.0350 ml) and trimethyl orthoformate (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (0.0560 ml), followed by stirring at room temperature for 30 minutes. The solution was added with sodium borohydride (19.3 mg), followed by stirring at room temperature for 15 minutes. After completion of the reaction, the solvent was distilled off. Then, the residue was added with water and extracted with chloroform, and the extract was washed with saturated saline solution, followed by drying with anhydrous magnesium sulfate. The solvent was distilled off and treated with hydrochloric acid. The residue was purified through a solid-phase extraction column (Sep-Pack®, tC18, manufactured by Waters Corporation), thereby obtaining hydrochloride (6.80 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-fa404a7480fc461285bb760b9ff59c2b |
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| Source note | uspto-grants-2007_02 |
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