HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanuric chloride → HCID 118045222, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | HCID 118046478 | HCID 118046478 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 118045222 | HCID 118045222 | 157.1% |
Reaction Steps
To a solution of (S)-tert-butyl 4-(3-fluoro-5-(hydroxymethyl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate (330 mg, 1.014 mmol) in anhydrous DMSO (2. 028 mL) was added 2,4,6-trichloro-1,3,5-triazine (112 mg, 0.609 mmol) portionwise. The mixture was stirred at room temperature for 30 min. The mixture was diluted with EtOAc, and separated. The organic phase was washed with H2O (5×30 mL), dried over anhydrous Na2SO4, filtered off and concentrated under reduced pressure. The residue was purified with flash chromatography eluting with 0-100% EtOAc/heptane to provide (S)-tert-butyl 4-(3-(chloromethyl)-5-fluorophenyl)-2,2-dimethyloxazolidine-3-carboxylate (329 mg, 94%). LCMS (m/z): 288.1 (MH+-56), 1.12 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242996B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-bde2b671353d4702b60208e7d1ec827a |
| Source note | uspto-grants-2016_01 |