Morpholine → 4-(2,6-Dichloro-5-fluoropyrimidin-4-yl)morpholine

HRID 573989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 573989
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[N:13]=[C:12](Cl)[C:11]([F:15])=[C:10]([Cl:16])[N:9]=1>C(O)C>[Cl:7][C:8]1[N:13]=[C:12]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[C:11]([F:15])=[C:10]([Cl:16])[N:9]=1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 133889932,4,6-Trichloro-5-fluoropyrimidine

Produkt 1

HCID 866441264-(2,6-Dichloro-5-fluoropyrimidin-4-yl)morpholineAusbeute 53,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

A solution of morpholine (1.5 mL, 17.05 mmol) in ethanol (25 mL) was added to a cooled (−20° C.) solution of 2,4,6-trichloro-5-fluoropyrimidine (3.00 g, 14.93 mmol) in ethanol (150 mL) and the resulting mixture was stirred at −20° C. for 30 minutes and at ambient temperature for 3 hours. The solvent was evaporated under reduced pressure and the residue was partitioned between water and methylene chloride. The organic layer was separated, dried and the solvent evaporated under reduced pressure. The resulting white solid was triturated with ethanol, then filtered and dried to give the title compound (2.0 g, 53%).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was partitioned between water and methylene chloride
  3. customThe organic layer was separated
  4. customdried
  5. customthe solvent evaporated under reduced pressure
  6. customThe resulting white solid was triturated with ethanol
  7. filtrationfiltered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-64f952acd6d84900bfc76b6b55c02925
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034311B2

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