Ammonium Hydroxide → 6-methoxy-5-(trifluoromethyl)-4-Pyrimidinamine

HRID 1910877Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910877
F[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[C:6]([O:12][CH3:13])[N:5]=[CH:4][N:3]=1.[OH-].[NH4+:15]>C(O)CCC>[CH3:13][O:12][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH2:15])[C:7]=1[C:8]([F:11])([F:10])[F:9]

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 584392514-Fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine

Produkt 1

HCID 666076446-methoxy-5-(trifluoromethyl)-4-Pyrimidinamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a solution of 4-fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine (N-2) (1.10 g, 5.61 mmol) in n-butanol (4 mL) in a pressure vessel, ammonium hydroxide (5 mL) is added and the resulting mixture is stirred at 90° C. for 1 h. The mixture is allowed to cool to RT, quenched with water, and extracted with ethyl acetate (100 mL×2). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the product 6-methoxy-5-(trifluoromethyl)pyrimidin-4-amine (N-3) as an off-white solid. The product is used directly in the next step without further purification.

Aufarbeitung

  1. temperatureto cool to RT
  2. customquenched with water
  3. extractionextracted with ethyl acetate (100 mL×2)
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f8096cb6fd8a4f8688bc4a564018f567
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604032B2

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