Potassium Carbonate → 4-Acetamido-1-(6-methyl-2-pyridyl)piperidine

HRID 647512

Reaktionsgleichung

Reaktionsgleichung von HRID 647512
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:15]([NH:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)(=[O:17])[CH3:16]>S1(CCCC1)(=O)=O>[C:15]([NH:18][CH:19]1[CH2:24][CH2:23][N:22]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=2)[CH2:21][CH2:20]1)(=[O:17])[CH3:16]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 21288N-Pyridin-4-ylacetamideHCID 876016-Chloro-2-picoline

Produkt 1

HCID 129266184-Acetamido-1-(6-methyl-2-pyridyl)piperidineAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31347SulfolaneLösungsmittel

Versuchsvorschrift

0.042 mole of 2-chloro-6-methylpyridine, 0.056 mole of anhydrous potassium carbonate and 0.052 mole of 4-acetamidopyridine in 75 ml of sulfolane are heated to 150° C. with stirring for 24 hours, then the sulfolane is concentrated up to 1.5 of its volume, the mixture is poured into 100 ml of water and extraction is effected four times with 150 ml of diethyl ether. The organic phase is washed with water, it is dried over anhydrous sodium sulfate, concentrated to dryness and the residue is crystallised in 40 m of ethyl acetate. Thus, the 4-acetamido-1-(6-methyl-2-pyridyl)piperidine is obtained; m.p. 145° to 147° C.

Aufarbeitung

  1. concentrationthe sulfolane is concentrated up to 1.5 of its volume
  2. additionthe mixture is poured into 100 ml of water and extraction
  3. washThe organic phase is washed with water, it
  4. dry with materialis dried over anhydrous sodium sulfate
  5. concentrationconcentrated to dryness
  6. customthe residue is crystallised in 40 m of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a522ec499de54b678a31a66f02df464a
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04409228

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