HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (4S,5R)-tert-butyl 5-(4-(6-(1,1-dioxido-2H-thiet-3-yl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidine-3-carboxylate | HCID 86713187 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3-(5-(4-((1R,2S)-2-amino-3-fluoro-1-hydroxypropyl)phenyl)pyridin-2-yl)-2H-thiete 1,1-dioxide | HCID 86713188 | — |
Reaction Steps
To a stirred solution of the product of step 4, Example 18 (0.15 g, 0.233 mmol, 1 eq) in methylene chloride (5 mL) is added trifluoroacetic acid (0.4 mL) at 0° C. Resulting reaction mixture is stirred at room temperature for 2 hours. The reaction mixture is concentrated in vacuo and stripped with methylene chloride (3×10 mL) to afford crude TFA salt of title compound (0.185 g), which is used as such in next step. LCMS (m/z): [M+H] 349.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206126B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f55c4650e501411ab4df77171d665f03 |
| Source note | uspto-grants-2015_12 |