HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (R)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(5-fluoro-2-methoxyphenyl)pyrrolidine-1-carboxylate | HCID 67470718 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride | HCID 67470690 | 98.2% |
Reaction Steps
To solution of (R)-tert-butyl 4-(tert-butyldimethylsilyloxy)-2-(5-fluoro-2-methoxyphenyl)pyrrolidine-1-carboxylate (1.01 g, 2.37 mmol) in CH2Cl2 (10 mL) at 0° C. was added 4 M HCl in dioxane (5.93 mL, 23.7 mmol). The resulting mixture was warmed to ambient temperature and stirred for 8 hours. The reaction mixture was concentrated under reduced pressure to give the crude material that was triturated with ether. The resulting solids were filtered and dried under reduced pressure to afford (R)-5-(5-fluoro-2-methoxyphenyl)pyrrolidin-3-ol hydrochloride (0.577 g, 2.33 mmol, 98.2% yield). MS (APCI) m/z=212.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933084B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-f65cfac8140b4df5b257a717aed865da |
| Source note | uspto-grants-2015_01 |