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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883530Generated: October 25, 2026

1-Methylpiperazine → 8-(4-Methyl-piperazin-1-yl)-3phenylsulfonylquinoline

https://huagongshe.com/reaction/883530

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant8-Iodo-3-(phenylsulfonyl)quinolineHCID 11406774—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(cyclopenta-2,4-dien-1-yl(phenyl)phosphane);iron(2+)HCID 133083342—
Product8-(4-Methyl-piperazin-1-yl)-3phenylsulfonylquinolineHCID 9929162—

Reaction Conditions

Temperature40 °C

Reaction Steps

8-Iodo-3-phenylsulfonyl-quinoline (D6) (190 mg, 0.48 mmol), N-methyl-piperazine (48 mg, 0.48 mmol), sodium tertbutoxide (65 mg, 0.68 mmol), di-palladium tetrakis-(dibenzylidine acetone) [Pd2(dba)3] (88 mg, 0.1 mmol) and 1,1′-diphenylphosphino ferrocene (161 mg, 0.3 mmol) were suspended in degassed dry dioxan (2 ml). The mixture was stirred under argon at 40° C. for 16 hours. The solvent was removed and the residue subjected to flash chromatography on silica gel (eluting with dichloromethane—methanol aq. ammonia) to give the title compound (E1), identical spectroscopically to that prepared by the earlier methods.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236947B2
Source datasetuspto-grants-2012_08
ORD IDord-a064bac4f8b442ec913444ae6f2e98e0
Source noteuspto-grants-2012_08