Reaktion #7561

ord-ab4f8a23c5f44853b3e7c6c03e59182c

Reaktionsgleichung

COCCOc1cc2nncc(Cl)c2cc1OC
4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline
Cc1ccc(N)cc1O
3-hydroxy-4-methylaniline
CC(C)O
isopropanol
COCCOc1cc2nncc(Nc3ccc(C)c(O)c3)c2cc1OC
4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    Filtrationthe resulting solid filtered off
  3. 3
    Waschenwashed with isopropanol
  4. 4
    Sonstigedried under vacuum

Vorschrift

A solution of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.4 g, 1.5 mmol) and 3-hydroxy-4-methylaniline (0.2 g, 1.6 mmol) in DMF (5 ml) was heated at 150° C. for 20 minutes. After cooling, isopropanol (15 ml) was added and the resulting solid filtered off, washed with isopropanol and dried under vacuum to give 4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid, 537 mg 91%).

Quelle

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