Reaction #312608

Reaction equation

1-(phenylsulfonyl)-4-piperzin-1-yl-1H-indole

2-methylthio-2-imidazoline hydroiodide

N,N-diisopropylethylamine

→

title product

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

Solvents

dioxane

Conditions

Workup

1. 1
   Temperature, cooled
2. 2
   Concentrationconcentrated in vacuo
3. 3
   Otherto give a residue
4. 4
   OtherThe residue is purified by HPLC

Procedure

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.

Source