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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTert-butyl 4-bromo-4-(bromo(3-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methyl)piperidine-1-carboxylateHCID 66876019—
SolventMethanolHCID 887—
ProductTert-butyl 4-(bromo(3-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methylene)piperidine-1-carboxylateHCID 6687631855.2%

Reaction Conditions

Temperature40 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-690996efae8845569e18668346e451cd
Source noteuspto-grants-2011_10