Water → HCID 86614295, Verbindung

HRID 469846Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 469846
[H-].[Na+].[CH:3]1([CH:9]([OH:14])[C:10]([F:13])([F:12])[F:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[NH2:15][C:16]1[N:21]=[C:20](Cl)[CH:19]=[C:18]([Cl:23])[N:17]=1.O>C1COCC1.C(OCC)(=O)C>[Cl:23][C:18]1[CH:19]=[C:20]([O:14][CH:9]([CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]2)[C:10]([F:12])([F:13])[F:11])[N:21]=[C:16]([NH2:15])[N:17]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 655222-Amino-4,6-dichloropyrimidineHCID 109430921-Cyclohexyl-2,2,2-trifluoroethan-1-ol

Produkt 1

HCID 86614295HCID 86614295, VerbindungAusbeute 65,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

NaH (80 mg, 60%, 3.0 mmol) was added to the solution of 1-cyclohexyl-2,2,2-trifluoro-ethanol (182 mg, 1 mmol) in 10 ml of anhydrous THF, the mixture was stirred for 20 minutes, 2-amino-4,6-dichloro-pyrimidine (164 mg, 1 mmol) was added and then the reaction mixture was heated at 70° C. for 1 hour. After cooling, 5 ml water was added and ethyl acetate (20 ml) was used to extract the product. The organic layer was dried over sodium sulfate. The solvent was removed by rotovap to give 202 mg of 4-chloro-6-[1-cyclohexyl-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine, yield 65%.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionto extract the product
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customThe solvent was removed by rotovap

Quellen und Nachweise

ORD-Eintrag
ord-4c9551c718a7416c9d87eff844f026ff
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629156B2

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