Water → 5-Methyl-3-(3-phenoxyazetidin-1-yl)pyrazin-2-amine

HRID 1748118Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1748118
C(=O)([O-])[O-].[K+].[K+].[O:7]([CH:14]1[CH2:17][NH:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Br[C:19]1[C:20]([NH2:26])=[N:21][CH:22]=[C:23]([CH3:25])[N:24]=1.O>CN(C=O)C.CCOC(C)=O>[CH3:25][C:23]1[N:24]=[C:19]([N:16]2[CH2:17][CH:14]([O:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:15]2)[C:20]([NH2:26])=[N:21][CH:22]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 98990432-Amino-3-bromo-5-methylpyrazineHCID 128125013-Phenoxyazetidine

Produkt 1

HCID 682809345-Methyl-3-(3-phenoxyazetidin-1-yl)pyrazin-2-amineAusbeute 35,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Potassium carbonate (18.53 mg) was added to a mixture of 3-phenoxyazetidine (20 mg) and 3-bromo-5-methylpyrazin-2-amine (25 mg) in DMF (dry) (1 mL). The mixture was stirred at 120° C. for 4 hr. Water and EtOAc were added and the extracted organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (12 mg) as white solid.

Aufarbeitung

  1. washthe extracted organic layer was washed with brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-f302c14cf79b40148ff48ec088e7df41
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09150591B2

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