Reaktion #7580

ord-6d27b32ced974eb7a6b88307c6cfb13f

Reaktionsgleichung

COc1ccc2c(Cl)cnnc2c1.Cl
4-chloro-7-methoxycinnoline hydrochloride
Cc1ccc(N)cc1O
3-hydroxy-4-methylaniline
COc1ccc2c(Nc3ccc(C)c(O)c3)cnnc2c1
4-(3-hydroxy-4methylanilino)-7-methoxycinnoline

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturat reflux for 2 hours
  3. 3
    TemperaturAfter cooling
  4. 4
    Filtrationthe solid was filtered off
  5. 5
    Waschenwashed with isopropanol, ether
  6. 6
    Sonstigedried under vacuum

Vorschrift

A suspension of 4-chloro-7-methoxycinnoline hydrochloride (196 mg, 0.85 mmol) and 3-hydroxy-4-methylaniline (123 mg, 1 mmol) in 2-pentanol (5 ml) was heated at reflux for 2 hours. After cooling, the solid was filtered off, washed with isopropanol, ether and dried under vacuum to give 4-(3-hydroxy-4methylanilino)-7-methoxycinnoline as the hydrochloride salt (yellow solid, 215 mg, 80%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087602B2uspto-grants-2006_08