HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(5-(4-((1R,2S)-2-amino-3-fluoro-1-hydroxypropyl)phenyl)isoxazol-3-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (4S,5R)-tert-butyl 5-(4-(3-(cyanomethyl)isoxazol-5-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidine-3-carboxylate | HCID 86713175 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-(4-((1R,2S)-2-amino-3-fluoro-1-hydroxypropyl)phenyl)isoxazol-3-yl)acetonitrile | HCID 86713176 | — |
Reaction Steps
The product of step 1 of Example 12 (50 mg, 0.12 mmol) in CH2Cl2 (2 mL) at 5° C. is treated with trifluoroacetic acid (0.5 mL), stirred 30 minutes at room temperature, diluted with toluene, and concentrated to give the title compound, which is carried on to the next step without purification m/z (Cl) 276 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206126B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-c52ff02eea9b4601800a495da71c1689 |
| Source note | uspto-grants-2015_12 |