Pyrazole → HCID 68485174, Verbindung

HRID 383289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 383289
Cl[C:2]1[CH:7]=[C:6]([C:8]2[N:12]3[CH:13]=[C:14]([NH:17][CH:18]4[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]4)[CH:15]=[CH:16][C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[NH:25]1[CH:29]=[CH:28][CH:27]=[N:26]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[N:25]1([C:2]2[CH:7]=[C:6]([C:8]3[N:12]4[CH:13]=[C:14]([NH:17][CH:18]5[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]5)[CH:15]=[CH:16][C:11]4=[N:10][CH:9]=3)[CH:5]=[CH:4][N:3]=2)[CH:29]=[CH:28][CH:27]=[N:26]1

Komponenten

5

Edukt 3

HCID 1048PyrazoleHCID 10796Cesium carbonateHCID 252619024-[3-(2-Chloro-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino]-cyclohexanol

Produkt 1

HCID 68485174HCID 68485174, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture comprising [4-[3-(2-Chloro-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino]-cyclohexanol (Example 2.1) (1 eq, 0.29 mmol, 100 mg), pyrazole (5 eq, 1.45 mmol, 99 mg) and cesium carbonate (3 eq, 0.87 mmol, 284 mg) in DMF (25 ml) is heated using microwave radiation at 145° C. for 6 hours. After cooling to room temperature, the mixture is loaded onto a SCX-2 cartridge eluting with MeOH followed by 2M NH3 in MeOH. The solvent is removed in vacuo and the crude product is triturated with ethyl acetate to afford the title compound; [M+H]+=375

Aufarbeitung

  1. temperatureis heated
  2. customat 145° C.
  3. customfor 6 hours
  4. washeluting with MeOH
  5. customThe solvent is removed in vacuo
  6. customthe crude product is triturated with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-06cc73b89da14582ab5ac35f6b642553
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367662B2

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