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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179939Generated: October 29, 2026

Triethylamine → HCID 69519305, compound

https://huagongshe.com/reaction/1179939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydrofluoric AcidHCID 14917—
Reactant4-(tert-Butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic Acid 5-benzoylamino-pyridin-2-yl EsterHCID 69517699—
ReactantHCID 178516044HCID 178516044—
SolventAcetonitrileHCID 6342—
SolventHeptaneHCID 8900—
ProductHCID 69519305HCID 6951930547%

Reaction Steps

A solution of 2-hydroxy-5-trifluoromethylpyridine (0.32 g, 2.00 mmol), 4-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic acid 5-benzoylamino-pyridin-2-yl ester (0.90 g, 2.00 mmol) and triethylamine (0.20 g, 2.00 mmol) in acetonitrile (10 mL) was stirred at room temperature for three days. Hydrofluoric acid (min. 40% in water, 0.50 mL) was added and stirring was continued for 18 hours. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 75:25), followed by crystallisation from ethyl-acetate:heptane, yielding the title compound (0.27 g, 47% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279470B2
Source datasetuspto-grants-2007_10
ORD IDord-8290ad4ec25449beb33de472e2be1740
Source noteuspto-grants-2007_10