Dimethylformamide → 5-(5-Bromo-pyridin-2-ylmethoxy)-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one

HRID 564088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 564088
[OH:1][C:2]1[CH:7]=[N:6][N:5]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][O:9]2)[C:4](=[O:14])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Br:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:28]Br)=[N:26][CH:27]=1.CN(C=O)C>C(#N)C>[Br:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:28][O:1][C:2]2[CH:7]=[N:6][N:5]([CH:8]3[CH2:13][CH2:12][CH2:11][CH2:10][O:9]3)[C:4](=[O:14])[CH:3]=2)=[N:26][CH:27]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 234380625-Bromo-2-(bromomethyl)pyridineHCID 579503555-Hydroxy-2-(2-tetrahydropyranyl)pyridazin-3(2H)-one

Produkt 1

HCID 670068655-(5-Bromo-pyridin-2-ylmethoxy)-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To 3.29 g (16.7 mmol) 5-hydroxy-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one (preparation 5a) in acetonitrile is added at RT subsequently 4.63 g (33.4 mmol) potassium-carbonate and 4.20 g (16.7 mmol) 5-bromo-2-bromomethyl-pyridine. The reaction mixture is stirred 3 h at RT and 5 mL DMF is added. The reaction mixture is stirred overnight and the solvent is evaporated. To the residue water and tert-butylmethylether is added. The precipitate is collected and dried.

Aufarbeitung

  1. stirringThe reaction mixture is stirred overnight
  2. customthe solvent is evaporated
  3. additionTo the residue water and tert-butylmethylether is added
  4. customThe precipitate is collected
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fd39c813b74445da812d88a5c5e7d76e
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067590B2

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