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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351975Generated: October 30, 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/351975

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 ml of acetonitrile was refluxed for 50 hours. Post-treatment 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 numberUS06743913B2
Source datasetuspto-grants-2004_06
ORD IDord-130ed4ff02e94513b2b0c8b16b8bf4b0
Source noteuspto-grants-2004_06