Potassium Carbonate → 6-chloro-N-methyl-N-(1-methylpropyl)pyrazin-2-amine

HRID 518056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 518056
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[CH3:9][NH:10][CH:11]([CH2:13][CH3:14])[CH3:12].C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O>O>[Cl:8][C:4]1[N:3]=[C:2]([N:10]([CH3:9])[CH:11]([CH3:12])[CH2:13][CH3:14])[CH:7]=[N:6][CH:5]=1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 785042,6-DichloropyrazineHCID 111026N-Methyl-2-butanamine

Produkt 1

HCID 616997676-chloro-N-methyl-N-(1-methylpropyl)pyrazin-2-amineAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2,6-dichloropyrazine (1.49 g), N-methylbutan-2-amine (1.31 mL), potassium carbonate (2.07 g) and DMA (10 mL) was stirred at 80° C. for 40 hr. Water (10 mL) was added, and the mixture was extracted with ethyl acetate. The aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with water and saturated brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient: 5-+20% ethyl acetate/hexane) to give the title compound (1.43 g, 72%) as a pale-yellow oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. extractionThe aqueous layer was extracted again with ethyl acetate
  3. washThe combined organic layer was washed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (solvent gradient: 5-+20% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-3674721f6dc646e893f208f8a2cc438a
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115139B2

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