HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804012Generated: October 27, 2026
Water → (4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone
https://huagongshe.com/reaction/1804012
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 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| 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 47 was dissolve 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 poured into water under cooling, 4N aqueous sodium hydroxide solution and ethyl acetate were added and the mixture was extracted with ethyl acetate. The organic layer was washed with 4N aqueous sodium hydroxide solution and saturated brine, then washed with saturated brine, sodium sulfate was added and dried. The solvent was evaporated under reduced pressure. The 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 |
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| Patent number | US08354401B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-ff96bda4610a4212a77e832217349d6b |
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| Source note | uspto-grants-2013_01 |
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