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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748350Generated: November 1, 2026

Triethylamine → 2-{6-[(4-Phenyl-1-piperidyl)methyl]-2-pyridyl}-4H-1,3-benzothiazine-4-one

https://huagongshe.com/reaction/748350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant4-PhenylpiperidineHCID 69873—
Reactant6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridylmethanesulfonateHCID 86596462—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-{6-[(4-Phenyl-1-piperidyl)methyl]-2-pyridyl}-4H-1,3-benzothiazine-4-oneHCID 5975031776%

Reaction Conditions

Temperature70 °C

Reaction Steps

6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridylmethanesulfonate (0.30 g, 0.86 mmol), triethylamine (0.20 ml, 1.42 mmol) and 4-phenylpiperidine (0.15 g, 0.95 mmol) were dissolved in DMF (30 ml), and the mixture was stirred at 70° C. for 18 hrs. The reaction mixture was combined with ethylacetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from n-hexane-ethyl acetate to give the titled compound (0.16 g, 76%) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-19d854be5c2642f184887580f3793dcf
Source noteuspto-grants-2008_07