Potassium Carbonate → 4-(1-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine

HRID 1930706Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1930706
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]([NH2:18])=[NH:17])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.C(=O)([O-])[O-].[K+].[K+].[CH3:25][C:26]1[CH:30]=[C:29]([CH3:31])[N:28]([CH:32]([CH3:42])[C:33]([CH:35]2[C:40](=O)[CH2:39][CH2:38][O:37][CH2:36]2)=O)[N:27]=1>CCO>[CH3:25][C:26]1[CH:30]=[C:29]([CH3:31])[N:28]([CH:32]([C:33]2[C:35]3[CH2:36][O:37][CH2:38][CH2:39][C:40]=3[N:17]=[C:16]([NH:15][C:5]3[CH:6]=[CH:7][C:8]([N:9]4[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]4)=[C:3]([O:2][CH3:1])[CH:4]=3)[N:18]=2)[CH3:42])[N:27]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 593337123-(2-(3,5-dimethyl-1H-pyrazol-1-yl)propanoyl)dihydro-2H-pyran-4(3H)-oneHCID 178493227HCID 178493227, Verbindung

Produkt 1

HCID 593337114-(1-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amineAusbeute 3,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)guanidine (86 mg, 0.28 mmol) and potassium carbonate (77 mg, 0.56 mmol) in EtOH (7 mL) were heated to 60° C. for 10 min followed by the addition of 3-(2-(3,5-dimethyl-1H-pyrazol-1-yl)propanoyl)dihydro-2H-pyran-4(3H)-one (70 mg, 0.28 mmol). The reaction was stirred over night. Solvent was evaporated and the crude product was taken up in DCM and washed with water. The product was purified on a prepHPLC yielding 4-(1-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine (5.00 mg, 3.89%). MS (ES+) m/z 460.2 (M+H)+

Aufarbeitung

  1. customSolvent was evaporated
  2. washwashed with water
  3. customThe product was purified on

Quellen und Nachweise

ORD-Eintrag
ord-85365fdbd7fe497cb21e74997865b571
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188101B2

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