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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1734060Generated: October 25, 2026

Potassium Iodide → 6-Acetyl-3-(2-(4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine

https://huagongshe.com/reaction/1734060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochlorideHCID 2794754—
Reactant6-Acety-3-(2-bromoethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridineHCID 21471935—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
Product6-Acetyl-3-(2-(4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridineHCID 2147203420.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 334 mg of 6-acetyl-3-(2-bromoethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine, 308 mg of 4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride, 500 mg of potassium carbonate and 220 mg of potassium iodide in 10 ml of dimethylformamide and 10 ml of toluene was stirred at 90° C. for 25 hours and concentrated in vacuo. To the residue were added ethyl acetate and water and separated. The ethyl acetate layer was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on a silica gel to give 100 mg of 6-acetyl-3-(2-(4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine as an oil, m.p. 167°-172° C. as oxalate thereof.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05532240
Source datasetuspto-grants-1996_07
ORD IDord-9ec978b5862b4ba3983e9bf9fad43c70
Source noteuspto-grants-1996_07