Sodium ethoxide → 6-Chloro-4-ethoxypyrido[3,2-d]pyrimidin-2-amine

HRID 1099109Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099109
[O-:1][CH2:2][CH3:3].[Na+].[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]=[C:11]([NH2:21])[N:12]=[C:13](N3C=NC=N3)[C:14]=2[N:15]=1>C1COCC1>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]=[C:11]([NH2:21])[N:12]=[C:13]([O:1][CH2:2][CH3:3])[C:14]=2[N:15]=1

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 576983146-Chloro-4-(1H-1,2,4-triazol-1-yl)pyrido[3,2-d]pyrimidin-2-amine

Produkt 1

HCID 597672176-Chloro-4-ethoxypyrido[3,2-d]pyrimidin-2-amineAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Sodium ethoxide (2.2 mL; 21 wt % in ethanol) was added to a suspension of 6-chloro-4-[1,2,4]triazol-1-yl-pyrido[3,2-d]pyrimidin-2-ylamine (1 g) in THF (50 mL). After stirring at room temperature for 30 minutes, THF was removed in vacuo and the residue was diluted with ethyl acetate (100 mL) and washed with brine. The organic layer was dried over Na2SO4 and concentrated to afford 6-chloro-4-ethoxy-pyrido[3,2-d]pyrimidin-2-ylamine as a beige solid (0.71 g, yield: 79%) which was characterized by its mass spectrum as follows: MS (m/z) 225.0 [M+H]+.

Aufarbeitung

  1. customTHF was removed in vacuo
  2. additionthe residue was diluted with ethyl acetate (100 mL)
  3. washwashed with brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3ca786c5bfa34463bfe681a90590b011
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143394B2

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