2-Methoxyethanol → 6-Chloro-4-(2-methoxyethoxy)pyrido[3,2-d]pyrimidin-2-amine

HRID 1099111Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099111
CC(C)([O-])C.[K+].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[N:12]=[C:13]([NH2:23])[N:14]=[C:15](N3C=NC=N3)[C:16]=2[N:17]=1.[CH3:24][O:25][CH2:26][CH2:27][OH:28]>C(Cl)Cl>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]2[N:12]=[C:13]([NH2:23])[N:14]=[C:15]([O:28][CH2:27][CH2:26][O:25][CH3:24])[C:16]=2[N:17]=1

Komponenten

5

Edukt 3

HCID 80192-MethoxyethanolHCID 23665647Potassium tert-butoxideHCID 576983146-Chloro-4-(1H-1,2,4-triazol-1-yl)pyrido[3,2-d]pyrimidin-2-amine

Produkt 1

HCID 576983626-Chloro-4-(2-methoxyethoxy)pyrido[3,2-d]pyrimidin-2-amineAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Potassium tert-butoxide (4 mL; 1M in THF) was added to a suspension of 6-Chloro-4-[1,2,4]triazol-1-yl-pyrido[3,2-d]pyrimidin-2-ylamine (1 g) and 2-methoxyethanol (0.32 mL) in DCM (50 mL). After stirring at room temperature for 10 minutes, the mixture was diluted with DCM (100 mL) and washed with brine. The organic layer was dried over Na2SO4 and concentrated to afford 6-chloro-4-(2-methoxy-ethoxy)-pyrido[3,2-d]pyrimidin-2-ylamine as a beige solid (0.91 g, yield: 90%) which was characterized by its mass spectrum as follows: MS (m/z) 225.0 [M+H]+.

Aufarbeitung

  1. washwashed with brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-dee356fc3ffb48f18ebf074c70b72c36
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143394B2

Notizen zur Reaktion

Wird geladen…