HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Bromo-2-fluorobenzoyl chloride | HCID 2734026 | — |
| Reactant | 1-(3,5-Dimethylpyridin-2-yl)piperazine | HCID 58484496 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone | HCID 58484626 | 88.6% |
Reaction Steps
1-(3,5-Dimethylpyridin-2-yl)piperazine (2.42 g) described in Preparation Example 79 was dissolved in tetrahydrofuran (32 mL), 4-bromo-2-fluorobenzoyl chloride (3.0 g) and 1N aqueous sodium hydroxide solution (15 mL) were added, and the mixture was stirred at room temperature. The reaction mixture was poured into water under cooling, 4N aqueous sodium hydroxide solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine added 4N aqueous sodium hydroxide solution and saturated brine, dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (ethyl acetate:hexane) to give the title compound (4.39 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816079B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-f75c167971a24a8c8f9873ee6337da49 |
| Source note | uspto-grants-2014_08 |