HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-[(2-Pyridin-3-ylethyl)pyridin-4-ylmethylamino]propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Hydrochloride methanol | HCID 21893726 | — |
| Reactant | (2-Pyridin-3-ylethyl)pyridin-4-ylmethyl-[3-(tetrahydropyran-2-yloxy)propyl]amine | HCID 66960900 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-[(2-Pyridin-3-ylethyl)pyridin-4-ylmethylamino]propan-1-ol | HCID 66960937 | 104% |
Reaction Steps
A 2N-hydrogen chloride methanol solution (1.2 ml) was added to a methanol solution (4 ml) of (2-pyridin-3-ylethyl)pyridin-4-ylmethyl-[3-(tetrahydropyran-2-yloxy)propyl]amine (236 mg, 0.66 mmol), and stirred at room temperature overnight. A 2N-hydrogen chloride methanol solution (0.5 ml) was added to the mixture, and stirred at 50° C. for 3 hours. Triethylamine (0.64 ml) was then added to the reaction mixture, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (dichloromethane). The purified product was concentrated under reduced pressure to thereby obtain 186.3 mg (yield: quantitative) of 3-[(2-pyridin-3-ylethyl)pyridin-4-ylmethylamino]propan-1-ol as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664217B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-1f873d8bd3524e05b6835abaeef669e6 |
| Source note | uspto-grants-2014_03 |