Reaction #312607

ord-b03a5db651ec40d3bbfb5d7f0db51248

Reaction equation

CC(C)(C)OC(=O)N1CCN(c2cccc3c2ccn3S(=O)(=O)c2ccccc2)CC1
t-butyl 4-(1-benzenesulfonyl-1H-indol-4-yl)piperazine-1-carboxylate
Cl
HCl
→
Cl.O=S(=O)(c1ccccc1)n1ccc2c(N3CCNCC3)cccc21
title product
Yield 99.0%
Cl.O=S(=O)(c1ccccc1)n1ccc2c(N3CCNCC3)cccc21
1-(Phenylsulfonyl)-4-piperazin-1-yl-1H-indole Hydrochloride
Yield 99.0%

Reactants

CC(C)(C)OC(=O)N1CCN(c2cccc3c2ccn3S(=O)(=O)c2ccccc2)CC1
t-butyl 4-(1-benzenesulfonyl-1H-indol-4-yl)piperazine-1-carboxylate
Cl
HCl

Reagents

None

Solvents

C1COCCO1
dioxane

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Filtrationfiltered
  2. 2
    OtherThe filtercake is dried

Procedure

A portion of the t-butyl 4-(1-benzenesulfonyl-1H-indol-4-yl)piperazine-1-carboxylate (0.85 g) is stirred in a mixture of 4N HCl and dioxane at room temperature for 2 hrs and filtered. The filtercake is dried to give the title product as a while solid, 0.64 g (99% yield) mp 60° C. identified by mass spectral and NMR analyses.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07557098B2uspto-grants-2009_07