Methanol → 6-Isopropoxypyrimidine-2,4-diamine

HRID 1947244Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1947244
[H-].[Na+].[NH2:3][C:4]1[N:9]=[C:8]([OH:10])[CH:7]=[C:6]([NH2:11])[N:5]=1.[CH:12](Br)([CH3:14])[CH3:13].CO>CN(C=O)C>[CH:12]([O:10][C:8]1[N:9]=[C:4]([NH2:3])[N:5]=[C:6]([NH2:11])[CH:7]=1)([CH3:14])[CH3:13]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 63582-BromopropaneHCID 24758Sodium hydrideHCID 178507952HCID 178507952, Verbindung

Produkt 1

HCID 591869186-Isopropoxypyrimidine-2,4-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

634 mg of sodium hydride (60% in mineral oil, 17.12 mmol) are added in portions under an argon atmosphere to a vigorously stirred solution of 1.8 g (14.27 mmol) of 2,6-diaminopyrimidin-4-ol in 20 ml of DMF. After 30 min, 1.6 ml (17.12 mmol) of isopropyl bromide are added dropwise, and the solution is stirred at 40° C. for 12 h. Methanol (1 mol) is then added to the reaction mixture, which is directly purified by preparative HPLC. Combining the product fractions and removing the solvent result in 250 mg (12% of theory) of the title compound as a white solid.

Aufarbeitung

  1. customis directly purified by preparative HPLC
  2. customremoving the solvent

Quellen und Nachweise

ORD-Eintrag
ord-db5fb98a943a402caf8c7c4af9d3b453
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399471B2

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