Reacción #312608

ord-34dc52177d7e4b9b837d853360c2c0c0

Ecuación de reacción

O=S(=O)(c1ccccc1)n1ccc2c(N3CCNCC3)cccc21
1-(phenylsulfonyl)-4-piperzin-1-yl-1H-indole
CSC1=NCCN1.I
2-methylthio-2-imidazoline hydroiodide
CCN(C(C)C)C(C)C
N,N-diisopropylethylamine
O=S(=O)(c1ccccc1)n1ccc2c(N3CCN(C4=NCCN4)CC3)cccc21
title product
O=S(=O)(c1ccccc1)n1ccc2c(N3CCN(C4=NCCN4)CC3)cccc21
4-[4-(4,5-Dihydro-1H-imidazol-2-yl)-piperazin-1-yl]-1-(phenylsulfonyl)-1H-indole

Disolventes

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperatura, cooled
  2. 2
    Concentraciónconcentrated in vacuo
  3. 3
    Otroto give a residue
  4. 4
    OtroThe residue is purified by HPLC

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07557098B2uspto-grants-2009_07