Réaction #2487475

ord-d4dbe9a2bb4b49498f5ec2ce5ad1a304

Équation de réaction

CCOC(=O)c1ccc(Cn2c(-c3ccccc3)cc3cc(OC)c(Cl)cc32)o1
ethyl 5-(6-chloro-5-methoxy-2-phenylindol-1-ylmethyl)furan-2-carboxylate
N
ammonia
COc1cc2cc(-c3ccccc3)n(Cc3ccc(C(N)=O)o3)c2cc1Cl
title compound
COc1cc2cc(-c3ccccc3)n(Cc3ccc(C(N)=O)o3)c2cc1Cl
5-(6-Chloro-5-methoxy-2-phenylindol-1-ylmethyl)furan-2-carboxamide

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationThe reaction mixture was filtered
  2. 2
    Lavagewashed with methanol
  3. 3
    Concentrationconcentrated under reduced pressure

Mode opératoire

A suspension of ethyl 5-(6-chloro-5-methoxy-2-phenylindol-1-ylmethyl)furan-2-carboxylate (258 mg) in ammonia (Ca. 7 mol/L methanol solution, 12.4 mL) was stirred at room temperature for 44 hours. The reaction mixture was filtered, washed with methanol, and then concentrated under reduced pressure to obtain the title compound (138 mg). 1H-NMR (CDCl3) δ ppm: 3.95 (3H, s), 5.23 (2H, s), 6.10 (1H, d, J=3.5 Hz), 6.50-6.55 (1H, m), 7.03 (1H, d, J=3.5 Hz), 7.15 (1H, s), 7.35-7.55 (6H, m).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08796247B2uspto-grants-2014_08