HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 178489469, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (S)-3-(3-(3-fluoro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-methoxyphenyl) oxazolidin-2-one | HCID 68088961 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178489469 | HCID 178489469 | 33% |
Reaction Steps
A mixture of (S)-3-(3-(3-fluoro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-(2-methoxyphenyl) oxazolidin-2-one (0.0424 g, 0.071 mmol) in DCM (1 mL) was treated with trifluoroacetic acid (0.5 mL) at ambient temperature. The mixture was stirred for 18 hours. The solvent was concentrated and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer was further extracted with EtOAc and DCM. The combined organic extracts were washed with brine, dried, and concentrated, and the crude material was purified by column chromatography (silica, 10% MeOH/dichloromethane) to afford the title compound (0.011 g, 33%) as a yellow solid. MS (APCI+) m/z 472 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865726B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-991e2d2d172849ca86a2d5f222b47e2d |
| Source note | uspto-grants-2014_10 |