HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-[4-[(dipropylamino)methyl]phenyl]-4-[[(1-methylimidazol-2-yl)methyl-(1H-1,2,4-triazol-3-ylmethyl)amino]methyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | N-(4-dipropylaminomethyl-phenyl)-4-{[(1-methylimidazol-2-ylmethyl)-amino]methyl}benzamide | HCID 66941901 | — |
| Reactant | 4H-1,2,4-triazole-3-carbaldehyde | HCID 178519998 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[4-[(dipropylamino)methyl]phenyl]-4-[[(1-methylimidazol-2-yl)methyl-(1H-1,2,4-triazol-3-ylmethyl)amino]methyl]benzamide | HCID 178457175 | — |
Reaction Steps
The compound (256.8 mg) obtained in Example 122-4 was dissolved in methanol (7.7 ml) and added with 1H-[1,2,4]-triazol-3-carboxaldehyde (115.0 mg) and sodium cyanoborohydride (74.4 mg). Then, the solution was adjusted to pH 5 with acetic acid and stirred at room temperature for 14 hours. The reaction solution was concentrated under reduced pressure. Subsequently, the residue was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (337.9 mg) of the subject compound 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-d9bbc3cb175742868059bfee140ecccb |
| Source note | uspto-grants-2007_02 |