HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260986Generated: November 3, 2026
Hydrogen chloride-ethyl acetate → 4-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylbenzamide
https://huagongshe.com/reaction/1260986
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | tert-butyl (3R,4R)-4-{[(4-bromophenyl)carbonyl](methyl)amino}-3-(3,4-dichlorophenyl)piperidine-1-carboxylate | HCID 86631417 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylbenzamide | HCID 68930105 | 93.4% |
Reaction Steps
To a solution of the compound (1.09 g) obtained in step 2 in ethyl acetate (8 mL) was added 4N hydrogen chloride/ethyl acetate (8 mL), and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in a mixture of ethyl acetate and acetonitrile. This solution was washed with 1N aqueous sodium hydroxide solution and dried, and the solvent was evaporated under reduced pressure to give 4-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylbenzamide (0.830 g, 93%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08470816B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-512c961a56e64d92a63ed61a9a98188a |
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| Source note | uspto-grants-2013_06 |
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