4-(4,6-Dichloropyrimidin-2-yl)morpholine → 4-(6-Chloropyrimidin-4-yl)morpholine

HRID 594055

Reaktionsgleichung

Reaktionsgleichung von HRID 594055
[Cl:1][C:2]1C=C(Cl)[N:5]=[C:4](N2CCOCC2)[N:3]=1.[NH:15]1[CH2:20][CH2:19]S(=O)(=O)[CH2:17][CH2:16]1.[CH3:23][CH2:24][OH:25].C1COCC1>>[Cl:1][C:2]1[N:3]=[CH:4][N:5]=[C:16]([N:15]2[CH2:23][CH2:24][O:25][CH2:19][CH2:20]2)[CH:17]=1

Komponenten

4

Edukt 3

HCID 27720684-(4,6-Dichloropyrimidin-2-yl)morpholineHCID 6484228Thiomorpholine 1,1-dioxideHCID 21873804Tetrahydrofuran ethanol

Produkt 1

HCID 7960704-(6-Chloropyrimidin-4-yl)morpholineAusbeute 97 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 4-(4,6-dichloropyrimidin-2-yl)morpholine (1.0 equiv.) in EtOH:THF (1:1, 0.25 M) was added thiomorpholine 1,1-dioxide (1.0 equiv.) in one portion. The resulting mixture was heated to 100° C. for 42 h. The resulting mixture was then cooled to RT and concentrated in vacuo to yield an off white solid in The reaction mixture was then concentrated in vacuo and dried under high vacuum over 20 h to yield 4-(6-chloropyrimidin-4-yl)morpholine as a white solid in 97% yield. LCMS (m/z) (M+H)=333.0/334.9, Rt=0.68 min.

Aufarbeitung

  1. temperatureThe resulting mixture was then cooled to RT
  2. concentrationconcentrated in vacuo
  3. customto yield an off white solid in The reaction mixture
  4. concentrationwas then concentrated in vacuo
  5. customdried under high vacuum over 20 h

Quellen und Nachweise

ORD-Eintrag
ord-8165ba03c8f2474a8cbd2fc4e09fe009
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242969B2

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