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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180480Generated: October 27, 2026

Diisopropylethylamine → 4-[4-(4,5-Dihydro-1H-imidazol-2-yl)-piperazin-1-yl]-1-(phenylsulfonyl)-1H-indole

https://huagongshe.com/reaction/1180480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(Phenylsulfonyl)-4-(1-piperazinyl)-1h-indoleHCID 10154392—
Reactant1H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)HCID 12221228—
Solvent1,4-DioxaneHCID 31275—
Product4-[4-(4,5-Dihydro-1H-imidazol-2-yl)-piperazin-1-yl]-1-(phenylsulfonyl)-1H-indoleHCID 22174821—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 1-(phenylsulfonyl)-4-piperzin-1-yl-1H-indole (71 mg, 0.18 mmol) in dioxane is treated with 2-methylthio-2-imidazoline hydroiodide (52.7 mg, 0.22 mmol) and N,N-diisopropylethylamine (62 μl, 0.36 mmol), heated at 50° C. for 16 hr., cooled and concentrated in vacuo to give a residue. The residue is purified by HPLC to give the title product, 15 mg, identified by HPLC and mass spectral analyses (2.57 min; 410 M+H) using the LCMS conditions described in Table I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282495B2
Source datasetuspto-grants-2007_10
ORD IDord-b11d3ce4b5ff4b37917b6ec5a629c9d2
Source noteuspto-grants-2007_10