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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446157Generated: October 26, 2026

Pyridine → 2-[1-({5-[4-(Trifluoromethyl)phenyl]isoxazol-4-yl}carbonyl)piperidin-3-yl]propan-2-ol

https://huagongshe.com/reaction/1446157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant2-(Piperidin-3-yl)propan-2-ol hydrochlorideHCID 68535525—
Reactant4-Isoxazolecarboxylic acid, 5-[4-(trifluoromethyl)phenyl]-HCID 68682921—
SolventAcetonitrileHCID 6342—
Product2-[1-({5-[4-(Trifluoromethyl)phenyl]isoxazol-4-yl}carbonyl)piperidin-3-yl]propan-2-olHCID 2480985750.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-[4-(Trifluoromethyl)phenyl]isoxazole-4-carboxylic acid (30 mg, 0.12 mmol) was dissolved in acetonitrile (1.5 mL) followed by the addition of o-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) (52 mg, 0.16 mmol), pyridine (60 μL, 0.72 mmol) and 3-(1-methyl-1-hydroxyethyl)piperidine hydrochloride (25 mg, 0.14 mmol), and stirred at 60° C. for 30 min. The residue was purified on reversed phase HPLC to yield the title compound (23 mg). HRMS (ESI, pos. ion) m/z calcd for C19H21F3N2O3: 382.1504, found 382.1502.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-e6b0577ca77e4ce58f4da8558fc4bf37
Source noteuspto-grants-2010_02