Acetonitrile → 4-(6-Fluoro-4-iodo-pyridin-3-ylmethyl)-morpholine

HRID 561000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 561000
Br[CH2:2][C:3]1[C:4]([I:10])=[CH:5][C:6]([F:9])=[N:7][CH:8]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.CC#N.C(N(CC)C(C)C)(C)C>ClCCl>[F:9][C:6]1[N:7]=[CH:8][C:3]([CH2:2][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[C:4]([I:10])[CH:5]=1

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 66674459HCID 66674459, Verbindung

Produkt 1

HCID 667380884-(6-Fluoro-4-iodo-pyridin-3-ylmethyl)-morpholineAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
81 °C

Versuchsvorschrift

In a flask, combine 5-bromomethyl-2-fluoro-4-iodo-pyridine (6.13 g, 19.40 mmol), morpholine (3.38 g, 38.80 mmol) and dry CH3CN (100 mL) under nitrogen. Add N,N-diisopropylethylamine (6.76 mL, 38.80 mmol, 2 M THF solution). Heat at 81° C. for 2 hours and cool to room temperature. Dilute with dichloromethane and wash with water and saturated aqueous sodium chloride. Separate the organic layer from the aqueous layer and dry over magnesium sulfate. After filtration, concentrate in vacuo to give the crude title compound 6.23 g (99.7%). MS (ES) m/z 323 [M+1]+.

Aufarbeitung

  1. customIn a flask, combine
  2. temperaturecool to room temperature
  3. washwash with water and saturated aqueous sodium chloride
  4. customSeparate the organic layer from the aqueous layer
  5. dry with materialdry over magnesium sulfate
  6. filtrationAfter filtration
  7. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7cb2e90f8ff7463083285bacc260a99a
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063212B2

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