HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthoformate → {3-[6-(4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | {3-[6-(4-Aminomethyl-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amine | HCID 23155536 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | {3-[6-(4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-pyridin-2-yl]-propyl}-dipropyl-amine | HCID 23155577 | 81.1% |
Reaction Steps
An anhydrous methanol solution (0.50 ml) containing the compound (30.1 mg) obtained in Example 36-5 and 2-imidazole carboxaldehyde (10.1 mg) was added with trimethyl orthoformate (0.029 ml), and the whole was stirred at room temperature for 14 hours. Sodium borohydride (17.0 mg) was added thereto and the whole was stirred for 30 minutes. The solvent was distilled off. The residue was dissolved in chloroform, washed with a saturated aqueous sodium hydrogen carbonate solution, and dried with anhydrous sodium sulfate, and the solvent was distilled off, thereby obtaining the subject compound (30.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932281B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-3a4675ad9bf44f56bbd09db7f87886d4 |
| Source note | uspto-grants-2011_04 |