HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 178519146, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67034549 | HCID 67034549 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178519146 | HCID 178519146 | 57% |
Reaction Steps
To (S)-4-(4-fluorophenyl)-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (80 mg, 0.14 mmol) in DCM (4 mL) was added TFA (1 mL) and the reaction was stirred for 4 hours at ambient temperature. The reaction was concentrated to dryness, and 7N ammonia in methanol was added to the residue. After concentration to dryness, the residue was purified by reverse phase chromatography (SP4, 12M, water/CH3CN 100:0 to 0:100, 20 column volumes) to yield (S)-3-(3-(4-(1H-pyrazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-(4-fluorophenyl)oxazolidin-2-one (35 mg, 57% yield) as a white solid. LCMS (APCI+) m/z 441.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865726B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-08e66353151b4ee588884771ceb6e03f |
| Source note | uspto-grants-2014_10 |