HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → 1-(2-Chloro-4-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3-(2-hydroxy-2-methylpropyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 86638553 | HCID 86638553 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Chloro-4-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3-(2-hydroxy-2-methylpropyl)urea | HCID 44511916 | 34.7% |
Reaction Steps
To a stirring solution of 1-(4-(4-(4-(2-(tert-butyldimethylsilyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl)benzyl)piperazine-1-carbonyl)-2-chlorophenyl)-3-(2-hydroxy-2-methylpropyl)urea (0.262 mmol, 190 mg) in tetrahydrofuran (1 mL) was added potassium fluoride (50% weight on celite) (0.524 mmol, 60.9 mg). The resulting suspension was stirred at room temperature for 16 hours. The reaction mixture was filtered through celite and concentrated under vacuum. The resulting residue was purified by SCX chromatography, followed by column chromatography (5-10% methanol in dichloromethane) to afford the title compound (55.5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357679B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-c7ceeb905f714eabbffb40866a8e852b |
| Source note | uspto-grants-2013_01 |