Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 69747883 | HCID 69747883 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 21362440 | HCID 21362440 | — |
Reaction Steps
To {(2S,3R)-2-[(S)-3-(4-fluoro-benzyl)-piperidin-1-ylmethyl]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester (33 mg, 0.0813 mmol) was added 4 M hydrogen chloride in dioxane (7 mL). After stirring for one hour, the solution was concentrated in vacuo to give (2S,3R)-2-[(S)-3-(4-fluoro-benzyl)-piperidin-1-ylmethyl]-tetrahydro-pyran-3-ylamine dihydrochloride as a pale yellow residue (30.8 mg, 100%). This residue was dissolved in ethyl acetate and poured into 1N sodium hydroxide (20 mL). The layers were separated, and the resulting aqueous layer was washed with ethyl acetate (3×50 mL). The combined organic layers were washed with brine (20 mL), dried over sodium sulfate, and concentrated in vacuo to yield (2S,3R)-2-[(S)-3-(4-fluoro-benzyl)-piperidin-1-ylmethyl]-tetrahydro-pyran-3-ylamine (24.9 mg, 100%) as a pale yellow oil. MS (APCI), m+/z: (M+H)+=307.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06627629B2 |
|---|
| Source dataset | uspto-grants-2003_09 |
|---|
| ORD ID | ord-53f3ac3c26e14d668f851efae0403371 |
|---|
| Source note | uspto-grants-2003_09 |
|---|