Reaktion #217596

ord-5f71489c6c784c54a4fca64732fa8f76

Reaktionsgleichung

COc1cc(F)c(N2C[C@@H](C)N[C@@H](C)C2)cc1NC(C)=O
product
COc1cc(F)c(N2C[C@@H](C)N[C@@H](C)C2)cc1NC(C)=O
N-[5-(cis-3,5-Dimethyl-1-piperazinyl)-4-fluoro-2-(methyloxy)phenyl]acetamide
Cl
hydrochloric acid
→
COc1cc(F)c(N2C[C@@H](C)N[C@@H](C)C2)cc1N
title compound ( D18 )
COc1cc(F)c(N2C[C@@H](C)N[C@@H](C)C2)cc1N
5-[cis-3,5-Dimethyl-1-piperazinyl]-4-fluoro-2-(methyloxy)aniline

Edukte

COc1cc(F)c(N2C[C@@H](C)N[C@@H](C)C2)cc1NC(C)=O
product
COc1cc(F)c(N2C[C@@H](C)N[C@@H](C)C2)cc1NC(C)=O
N-[5-(cis-3,5-Dimethyl-1-piperazinyl)-4-fluoro-2-(methyloxy)phenyl]acetamide
Cl
hydrochloric acid

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturat reflux for 15 hours
  3. 3
    TemperaturAfter cooling
  4. 4
    Sonstigethe mixture was purified
  5. 5
    Waschenan SCX ion exchange cartridge (Varian bond-elute)
  6. 6
    Wascheneluting with methanol

Vorschrift

A mixture of product from Step 3 (883 mg, 3 mmol) in ethanol (40 ml) containing concentrated hydrochloric acid (2 ml) was heated at reflux for 15 hours. After cooling, the mixture was purified using an SCX ion exchange cartridge (Varian bond-elute) eluting with methanol and then 2M ammonia in methanol. The appropriate basic fractions were reduced in vacuo to afford the title compound (D18). MS (ES+) m/e 254 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07381728B2uspto-grants-2008_06