1,1'-Carbonyldiimidazole → HCID 178505196, Verbindung

HRID 1890357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1890357
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([NH:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:7]=1)(=[O:4])=[O:3].C1N=CN([C:25](N2C=NC=C2)=[O:26])C=1>C1COCC1>[CH3:1][S:2]([O:5][C:6]1[N:7]=[C:8]2[N:13]([CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]3)[C:25]([OH:26])=[N:12][C:9]2=[CH:10][CH:11]=1)(=[O:3])=[O:4]

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 866552605-Amino-6-(cyclohexylamino)pyridin-2-yl Methanesulfonate

Produkt 1

HCID 178505196HCID 178505196, VerbindungAusbeute 61,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

5-Amino-6-(cyclohexylamino)pyridin-2-yl methanesulfonate (1.44 g, 5.05 mmol) was dissolved in THF (30 mL) and CDI (2.455 g, 15.14 mmol) was added. The mixture was heated at 70° C. for 3 h. THF was removed and the residue was dissolved in EtOAc. The resulting solution was washed with water followed by 1 M HCl, dried over MgSO4 and concentrated under reduced pressure to give the title compound (0.96 g) without further purification. LCMS m/z=312.50 [M+H]+.

Aufarbeitung

  1. customTHF was removed
  2. dissolutionthe residue was dissolved in EtOAc
  3. washThe resulting solution was washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d8bd6f6e32274b07b4ba1a291671ebb3
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507473B2

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