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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370722Generated: October 31, 2026

Sodium Iodide → 5-[4-[4-(4-Fluorobenzoyl)piperidino]butyl]-2-methyl-2,3,4,5-tetrahydropyrrolo[2,3-e][1,2]thiazin-4-one 1,1-dioxide

https://huagongshe.com/reaction/1370722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium BicarbonateHCID 516892—
Reactantp-Fluorophenyl 4-piperidyl ketone hydrochlorideHCID 3084438—
Reactant5-(4-Chlorobutyl)-2-methyl-2,3,4,5-tetrahydropyrrolo[2,3-e][1,2]thiazin-4-one 1,1-dioxideHCID 22714965—
SolventAcetonitrileHCID 6342—
Product5-[4-[4-(4-Fluorobenzoyl)piperidino]butyl]-2-methyl-2,3,4,5-tetrahydropyrrolo[2,3-e][1,2]thiazin-4-one 1,1-dioxideHCID 980434595.3%

Reaction Steps

A suspension of 145 mg (0.5 mmol) of Compound 17, 134 mg (0.55 mmol) of 4-(4-fluorobenzoyl)piperidine hydrochloride, 185 mg (2.2 mmol) of sodium hydrogencarbonate and 165 mg (1.1 mmol) of sodium iodide in 20 me of acetonitrile was refluxed for 50 hours. Posttreatment was conducted in a similar manner as in Example 18. The residue was purified by chromatography on a silica gel column (eluent: methanol/chloroform=3/97), whereby 220 mg of the title compound were obtained (yield: 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583296B2
Source datasetuspto-grants-2003_06
ORD IDord-a17bc063c6504498b28173d76e7ed5cc
Source noteuspto-grants-2003_06