Acetonitrile → 2-Amino-4-[(1,1-dimethyl)ethyl]-5-piperidinothiazole

HRID 644440Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 644440
[NH2:1][C:2]1[S:3][C:4](Br)=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[N:6]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+].C(#N)C>O>[NH2:1][C:2]1[S:3][C:4]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[N:6]=1

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 8082PiperidineHCID 11430Potassium CarbonateHCID 7291355-Bromo-4-tert-butyl-1,3-thiazol-2-amine

Produkt 1

HCID 858234922-Amino-4-[(1,1-dimethyl)ethyl]-5-piperidinothiazoleAusbeute 79,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2-amino-5-bromo-4-[(1,1-dimethyl)ethyl]thiazole (0.10 g, 0.42 mmol), piperidine (0.1 mL), potassium carbonate (0.20 g) and acetonitrile (4 mL) was refluxed for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=2:1) to give the title compound (80.7 mg, 79.3%) as an yellow crystal.

Aufarbeitung

  1. temperaturewas refluxed for 3 hours
  2. extractionextracted with ethyl acetate
  3. washAfter the organic layer was washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe residue obtained by evaporation under reduced pressure
  6. customwas purified by chromatography on silica gel (n-hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-1686a0471d2b4bca84ef0d00f84f2ec7
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700655B2

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