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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790494Generated: October 25, 2026

Chloride → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indole

https://huagongshe.com/reaction/1790494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
Reactant1-MethylpyrroleHCID 7304—
Reactant1-methyl-2-(tributylstannyl)-1H-pyrroleHCID 2769397—
ReactantHCID 22038188HCID 22038188—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indoleHCID 2203795157.5%

Reaction Steps

1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindole (0.2 g) was dissolved in toluene (2.50 ml). Next, 1-methyl-2-tributylstannylpyrrole (1.44 g) synthesized in accordance with the method described in Tetrahedron Lett., 4407 (1986). with the use of 1-methylpyrrole and tributylthin chloride was added thereto and the resultant mixture was heated under reflux for 3 hr under nitrogen atmosphere. After adding ethyl acetate, the mixture was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (0.115 g) as a yellow oil (yield: 57.28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071201B2
Source datasetuspto-grants-2006_07
ORD IDord-9dc8408c89a94e299be6d35e8736e5aa
Source noteuspto-grants-2006_07