Reaktion #60691

ord-f1e040d507e14009889c3cea12088177

Reaktionsgleichung

COc1ccccc1
anisole
CC(C)(C)OC(=O)N1CCC(COCC(NC(=O)c2ccc3c(Cl)c[nH]c3c2)c2ccc(F)cc2)CC1
4-{2-[(3-chloro-1H-indole-6-carbonyl)amino]-2-(4-fluorophenyl)ethoxymethyl}piperidine-1-carboxylic acid tert-butyl ester
→
O=C(NC(COCC1CCNCC1)c1ccc(F)cc1)c1ccc2c(Cl)c[nH]c2c1
3-Chloro-N-[1-(4-fluorophenyl)-2-(piperidin-4-ylmethoxy)-ethyl]-1H-indole-6-carboxamide

Edukte

COc1ccccc1
anisole
CC(C)(C)OC(=O)N1CCC(COCC(NC(=O)c2ccc3c(Cl)c[nH]c3c2)c2ccc(F)cc2)CC1
4-{2-[(3-chloro-1H-indole-6-carbonyl)amino]-2-(4-fluorophenyl)ethoxymethyl}piperidine-1-carboxylic acid tert-butyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeafforded
  2. 2
    Sonstigeafter purification (SiO2: 25% isopropyl amine in ethyl acetate), 1.0 g (54%) of the title compound

Vorschrift

Using deprotection method B, but without addition of anisole, 4-{2-[(3-chloro-1H-indole-6-carbonyl)amino]-2-(4-fluorophenyl)ethoxymethyl}piperidine-1-carboxylic acid tert-butyl ester (2.3 g, 4.3 mmol) afforded, after purification (SiO2: 25% isopropyl amine in ethyl acetate), 1.0 g (54%) of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07427632B2uspto-grants-2008_09