HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348651Generated: October 26, 2026
Sodium Hydroxide → N-(4-dipropylaminomethylphenyl)-4-{[(1H-imidazol-2-ylmethyl)-(3-methylpyridin-2-ylmethyl)-amino]-methyl}-benzamide
https://huagongshe.com/reaction/348651
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Methylpyridine-2-carboxaldehyde | HCID 1501874 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | N-[4-(dipropylamino)phenyl]-4-[(1H-imidazol-2-ylmethylamino)methyl]benzamide | HCID 21084514 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(4-dipropylaminomethylphenyl)-4-{[(1H-imidazol-2-ylmethyl)-(3-methylpyridin-2-ylmethyl)-amino]-methyl}-benzamide | HCID 11756577 | — |
Reaction Steps
The compound (104.9 mg) obtained in Example 47-3 was dissolved in methanol (3.2 ml) and then added with the compound (36.3 mg) obtained in Example 53-1 and sodium cyanoborohydride (31.4 mg). Then, the solution was adjusted to pH 5 with acetic acid and then stirred at room temperature for 14 hours. After completion of the reaction, a 1 mol/l sodium hydroxide aqueous solution was added to the reaction solution, followed by separation/extraction with chloroform. The organic layer was dried with anhydrous sodium sulfate and the solvent was then distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and then treated with hydrochloric acid, thereby obtaining hydrochloride (91.5 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-4ad15614b3db4681a9d8210ad8179755 |
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| Source note | uspto-grants-2007_02 |
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