HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 89443922, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Isopropyl bromoacetate | HCID 121593 | — |
| Reactant | 2,4-Difluoro-3-[[3-fluoro-5-(3-fluorophenyl)-2-methy-phenyl]methylamino]phenol | HCID 89443789 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89443922 | HCID 89443922 | 26% |
Reaction Steps
To a solution 2,4-difluoro-3-[[3-fluoro-5-(3-fluorophenyl)-2-methyl-phenyl]methylamino]phenol (900 mg, 2.5 mmol, 1.0 eq) in DMF (10 mL) was added Cs2CO3 (1.62 g, 4.9 mmol, 2 eq). The reaction mixture was stirred for 30 min, then isopropyl bromoacetate (540 mg, 2.9 mmol, 1.2 eq) was added dropwise. The reaction was stirred at room temperature for 30 min, then water was added and the aqueous layer was extracted with EtOAc. The organic extract was washed with water, dried (Na2SO4), filtered and evaporated in vacuo. The residue obtained was purified by column chromatography (petroleum ether:EtOAc 20:1 to 5:1) to give the title compound (300 mg, 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249085B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-7acc4c8386264a63a8ef8be22a12b756 |
| Source note | uspto-grants-2016_02 |