Reacción #809229

ord-9b36baea5d3044ebb9e7251fc4576cea

Ecuación de reacción

O=S(=O)(Cl)c1ccccc1
benzene sulfonyl chloride
COc1ccnc(CCc2nc3cc(-c4ccc(N)cc4)cnc3[nH]2)c1
2-[2-(4-methoxypyridin-2-yl)ethyl]-6-(4-aminophenyl)-3H-imidazo[4,5-b]pyridine
COc1ccnc(CCc2nc3cc(-c4ccc(NS(=O)(=O)c5ccccc5)cc4)cnc3[nH]2)c1
title compound
COc1ccnc(CCc2nc3cc(-c4ccc(NS(=O)(=O)c5ccccc5)cc4)cnc3[nH]2)c1
N-(4-{2-[2-(4-Methoxypyridin-2-yl)ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}phenyl)-benzenesulfonamide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent is evaporated in vacuo
  2. 2
    Otrothe residue is is chromatographed on a silica gel column (dichloromethane/methanol 30–20:1+1% triethylamine)
  3. 3
    OtroConcentration of the chromatographically pure fractions and drying

Procedimiento

0.047 ml of benzene sulfonyl chloride are added to 0.115 g of 2-[2-(4-methoxypyridin-2-yl)ethyl]-6-(4-aminophenyl)-3H-imidazo[4,5-b]pyridine (example 27) in 1 ml of pyridine and the mixture is stirred at ambient temperature for three hours. The solvent is evaporated in vacuo and the residue is is chromatographed on a silica gel column (dichloromethane/methanol 30–20:1+1% triethylamine). Concentration of the chromatographically pure fractions and drying gives 0.093 g of the title compound as a solid of m.p. 251–253° C. The mass spectrum shows the molecular peak MH+ at 486.3 Da.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07138399B2uspto-grants-2006_11