HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-(6-methylpyridin-2-yl-methyl)-amino]-methyl}-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 6-Methyl-2-pyridinecarboxaldehyde | HCID 70737 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | [N-(1H-imidazol-2-ylmethyl)amino]methyl-N-(4-dipropylaminobutyl)benzamide | HCID 86599830 | — |
| Product | N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-(6-methylpyridin-2-yl-methyl)-amino]-methyl}-benzamide | HCID 10390883 | — |
Reaction Steps
The compound (44.3 mg) obtained in Example 1-4 was dissolved in methanol (1.0 ml) and then added with 6-methylpyridine-2-carboxaldehyde (20.7 mg) and sodium cyanoborohydride (10.7 mg). The solution was adjusted to about pH 5 with acetic acid and then stirred at room temperature for 15 hours. After completion of the reaction, the solvent was distilled off and the residue was then dissolved in chloroform, followed by washing with a 1 mol/l sodium hydroxide aqueous solution and saturated saline solution and drying with anhydrous sodium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining the subject compound (9.9 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176227B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-36297dc20033451e88941f46c629101b |
| Source note | uspto-grants-2007_02 |