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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108208Generated: October 26, 2026

Potassium Iodide → 5-Fluoro-3-(1-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}piperidin-4-ylmethyl)-1H-indole

https://huagongshe.com/reaction/1108208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazineHCID 595673—
Reactant5-fluoro-3-[(4-piperidinyl)methyl]-1H-indoleHCID 11287716—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product5-Fluoro-3-(1-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}piperidin-4-ylmethyl)-1H-indoleHCID 982501580%

Reaction Steps

Pulverized potassium carbonate (0.76 g, 5.5 mmole) and potassium iodide (0.97 g, 5.5 mmole) was added to a mixture of 4-(5-fluoro-1H-indol-3-ylmethyl)piperidine (1.16 g, 5.0 mmole) and 1-(2-chloroethyl)-4-(2-methoxyphenyl)piperazine (1.27 g, 5.0 mmole) in 25 ml of acetonitrile. The resulting mixture was heated to reflux under nitrogen for 5 hours. After cooling, it was diluted with water (150 ml) and the product extracted into ethyl acetate (50 ml). The organic layer was washed with water (50 ml), brine (50 ml), and after drying over sodium sulfate, filtration and concentration in vacuo afforded the required product as a white solid (1.8 g, 80%). Treatment with an excess of 1M etheral hydrochloric acid gave the acid addition salt, which was recrystallized from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06066637
Source datasetuspto-grants-2000_05
ORD IDord-c57ffb01e9a7445d9a831e48cdd8bab1
Source noteuspto-grants-2000_05