Reacción #809228

ord-e296998c8dd441b2a1bf4a1f5da66a6f

Ecuación de reacción

CC(=O)OC(C)=O
acetic acid anhydride
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(NC(C)=O)cc4)cnc3[nH]2)c1
title compound
COc1ccnc(CCc2nc3cc(-c4ccc(NC(C)=O)cc4)cnc3[nH]2)c1
N-(4-{2-[2-(4-Methoxypyridin-2-yl)ethyl]-3H-imidazo[4,5-b]pyridin-6-yl}phenyl)-acetamide

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 18:1+2% aqueous ammonia solution (25% strength))
  3. 3
    OtroConcentration of the chromatographically pure fractions and drying

Procedimiento

0.025 ml of acetic acid anhydride are added to 0.086 g of 2-[2-(4-methoxypyridin-2-yl)ethyl]-6-(4-aminophenyl)-3H-imidazo[4,5-b]pyridine (example 27) in 2 ml of dichloromethane 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 18:1+2% aqueous ammonia solution (25% strength)). Concentration of the chromatographically pure fractions and drying gives 0.085 g of the title compound as a solid of m.p. 220–221° C. The mass spectrum shows the molecular peaks MH+ and 2MNa+ at 388.4 and 797.0 Da.

Fuente

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