Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | HCID 68487391 | HCID 68487391 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68486454 | HCID 68486454 | — |
Reaction Steps
While stirring a solution of [6-chloro-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methylamine hydrochloride (60 mg, 0.19 mmol) in THF (1 mL) at room temperature, triethylamine (66 μL, 0.47 mmol) and 4-fluorobenzenesulfonyl chloride (44 mg, 0.23 mmol) were sequentially added thereto. After the reaction solution was stirred overnight at room temperature, water was added thereto. Then, the resulting solution was diluted with ethyl acetate and the organic layer was separated. The organic layer was washed with saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure. The residue was purified by thin-layer silica gel column chromatography (ethyl acetate/hexane=1/1), whereby the objective compound (58 mg, 70%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08314094B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-2fa2326f33b943b7a15e293f81440f73 |
|---|
| Source note | uspto-grants-2012_11 |
|---|