HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666475Generated: October 30, 2026
Sodium Hydroxide → Tert-butyl 4-(bromo(3-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methylene)piperidine-1-carboxylate
https://huagongshe.com/reaction/1666475
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tert-butyl 4-bromo-4-(bromo(3-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methyl)piperidine-1-carboxylate | HCID 66876019 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl 4-(bromo(3-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methylene)piperidine-1-carboxylate | HCID 66876318 | 55.2% |
Reaction Steps
To a solution of tert-butyl 4-bromo-4-(bromo(3-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methyl)piperidine-1-carboxylate (890 mg, 1.50 mmol) in MeOH (5 mL) was added 2N NaOH (3 mL). The reaction was stirred at 40° C. for 14 h. The reaction was concentrated and the residue was dissolved in ethyl acetate. Water was added and the pH was adjusted to 2 using concentrated HCl. The organic layer was concentrated and the residue was purified by silica gel column chromatography (0-5% MeOH/CH2Cl2) to afford the title compound (425 mg, 55% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044052B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-690996efae8845569e18668346e451cd |
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| Source note | uspto-grants-2011_10 |
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