Isopropanol → 6-Bromo-2,3-dimethylimidazo[1,2-a]pyrimidine

HRID 500731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 500731
[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.C(O[CH2:13][CH3:14])(=O)C.[CH3:15][CH:16](O)C>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([C:13]([CH3:14])=[C:15]([CH3:16])[N:8]=2)[CH:7]=1

Komponenten

5

Edukt 3

HCID 3776IsopropanolHCID 8857Ethyl AcetateHCID 2313102-Amino-5-bromopyrimidine

Produkt 1

HCID 401523436-Bromo-2,3-dimethylimidazo[1,2-a]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 5-bromopyrimidin-2-amine (400 g, 2.2 mol) in i-PrOH (2 L) and DMF (500 mL) was added compound B-9-2 (400 g, 2.6 mol), the resulting mixture was stirred at 100° C. for 20 hrs. TLC (petroleum ether:ethyl acetate=1:1) showed the reaction was complete, the reaction mixture was quenched by addition of aqueous Na2CO3 and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography (petroleum ether:ethyl acetate=1:1) to afford compound B-9-4 (12.0 g, 2.4%) as a yellow solid.

Aufarbeitung

  1. customthe reaction mixture was quenched by addition of aqueous Na2CO3
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customthe residue was purified by column chromatography (petroleum ether:ethyl acetate=1:1)
  5. customto afford compound B-9-4 (12.0 g, 2.4%) as a yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-1249640998b94361ab4e8d03b8fb9d9a
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772246B2

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