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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499532Generated: October 31, 2026

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

https://huagongshe.com/reaction/499532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant4-PhenylpiperidineHCID 69873—
Reactant6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl methanesulfonateHCID 22939272—
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-pyridyl methanesulfonate (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 ethyl acetate 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 numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-76cc64a2f373469b958eceb48446f7e3
Source noteuspto-grants-2010_08