(4-Bromo-phenyl)-[4-chloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2-YL]-amine → 4-(5-Chloro-2-methyl-phenyl)-6-methoxy-[1,3,5]triazin-2-yl-amine

HRID 1435736

Reaktionsgleichung

Reaktionsgleichung von HRID 1435736
BrC1C=CC([NH:8][C:9]2[N:14]=[C:13](Cl)[N:12]=[C:11]([C:16]3[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=3[CH3:23])[N:10]=2)=CC=1.[CH3:24][O-:25].[Na+]>CO>[Cl:22][C:20]1[CH:19]=[CH:18][C:17]([CH3:23])=[C:16]([C:11]2[N:12]=[C:13]([O:25][CH3:24])[N:14]=[C:9]([NH2:8])[N:10]=2)[CH:21]=1

Komponenten

4

Edukt 2

HCID 10179730(4-Bromo-phenyl)-[4-chloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2-YL]-amineHCID 10942334Sodium Methoxide

Produkt 1

HCID 1317266574-(5-Chloro-2-methyl-phenyl)-6-methoxy-[1,3,5]triazin-2-yl-amineAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To a solution of the title compound of Example 20 (100 mg, 0.25 mmol) in methanol (5 ml) was added a solution of sodium methoxide in methanol (25-30%, 0.5 ml). After stirring for 72 hours, the mixture was concentrated under reduced pressure. The residue was stirred with water (20 ml). The solid was collected by filtration, washed with hexane (5 ml), and dried under reduced pressure to provide the title compound (60 mg, 59% yield). 1H NMR (DMSO-d6) 10.40 (s, 1H), 7.90 (s, 1H), 7.75 (m, 2H), 7.48-7.55 (m, 3H), 7.38 (m, 1H), 3.98 (s, 3H), 2.54 (s, 3H).

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. stirringThe residue was stirred with water (20 ml)
  3. filtrationThe solid was collected by filtration
  4. washwashed with hexane (5 ml)
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a3ce3eb0130b4e7db76b166cc7e684b6
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07618968B2

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