Sodium Azide → (5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine

HRID 2216278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2216278
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[C:5]([CH2:14]Cl)=[CH:4][N:3]=1.[N-:16]=[N+:17]=[N-:18].[Na+]>CN(C=O)C.C(OCC)(=O)C>[N:16]([CH2:14][C:5]1[C:6]([NH:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[N:7][C:2]([Cl:1])=[N:3][CH:4]=1)=[N+:17]=[N-:18]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 219418692-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amine

Produkt 1

HCID 21941878(5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

A solution of 1.47 g (5.92 mmol) of (2-chloro-5-chloromethyl-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine and 0.46 g (7.1 mmol) NaN3 is dissolved in 6 ml of DMF and was stirred at 30° C. for 2.5 hours. Then the reaction mixture is cooled to rt., diluted with ethyl acetate and twice extracted with H2O. The organic layer is separated and dried over Na2SO4. Evaporation of the ethyl acetate yielded (5-azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine as white crystalls.

Aufarbeitung

  1. temperatureThen the reaction mixture is cooled to rt
  2. extractiontwice extracted with H2O
  3. customThe organic layer is separated
  4. dry with materialdried over Na2SO4
  5. customEvaporation of the ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-f65650acb2624ece9cd0d2b71f68c811
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07112589B2

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