HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Piperidinemethanol → HCID 58504208, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Piperidinemethanol | HCID 420771 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-pyridin-2-yl-1,3-thiazole-5-carbaldehyde | HCID 53403772 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58504208 | HCID 58504208 | 66% |
Reaction Steps
The compound prepared in Example 139 (0.569 g), piperidin-4-ylmethanol (0.689 g) and sodium triacetoxyborohydride (1.902 g) were suspended in 1,2-dichloroethane (15 mL) and stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and washed sequentially with saturated aqueous sodium bicarbonate solution, ammonium chloride solution and brine. The organics were then dried over magnesium sulfate, filtered and concentrated under reduced pressure and to afford the crude material, which was purified by flash column chromatography (eluant: 10% (9:1 methanol/concentrated ammonium hydroxide)/ethyl acetate) to furnish the title compound (0.571 g) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-72842bc0194547ae80b34d8dcf9140f3 |
| Source note | uspto-grants-2014_08 |