Ethyl Acetate → HCID 59636159, Verbindung

HRID 2383715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2383715
Cl[CH2:2][CH2:3][CH2:4][NH:5][C:6]([NH:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[O:7].[H-].[Na+].C(OCC)(=O)C>CN(C=O)C.C1COCC1>[N:11]1[CH:12]=[CH:13][CH:14]=[C:9]([N:8]2[CH2:2][CH2:3][CH2:4][NH:5][C:6]2=[O:7])[CH:10]=1

Komponenten

6

Edukt 3

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 596362321-(3-Chloropropyl)-3-pyridin-3-ylurea

Produkt 1

HCID 59636159HCID 59636159, VerbindungAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1-(3-Chloro-propyl)-3-pyridin-3-yl-urea (I-10a: 2.1 g, 9.859 mmol) in dry DMF (10 mL) was added to a solution of sodium hydride (487 mg, 10.154 mmol) in THF (2 mL) at 0° C. The reaction temperature was maintained at room temperature for 30 minutes. The reaction was monitored by TLC (100% ethyl acetate). The reaction mixture was quenched with MeOH (5 mL) at 0° C., concentrated under reduced pressure and partitioned between ice cold water and chloroform. The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford 1.7 g (97.14% yield) of 1-pyridin-3-yl-tetrahydro-pyrimidin-2-one.

Aufarbeitung

  1. customThe reaction mixture was quenched with MeOH (5 mL) at 0° C.
  2. concentrationconcentrated under reduced pressure
  3. custompartitioned between ice cold water and chloroform
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ea05d7df136a48cdac86201b8211be6e
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08263635B2

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