Lithium Hydroxide → [4-Methyl-6-oxopyridazin-1(6H)-yl]acetic acid

HRID 243679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 243679
[CH3:1][C:2]1[CH:3]=[N:4][N:5]([CH2:9][C:10]([O:12]CC)=[O:11])[C:6](=[O:8])[CH:7]=1.[OH-].[Li+].FC(F)(F)C(O)=O>O1CCCC1.CO.O>[CH3:1][C:2]1[CH:3]=[N:4][N:5]([CH2:9][C:10]([OH:12])=[O:11])[C:6](=[O:8])[CH:7]=1

Komponenten

7

Edukt 3

HCID 3939Lithium HydroxideHCID 6422Trifluoroacetic acidHCID 77231410ethyl [4-methyl-6-oxopyridazin-1(6H)-yl]acetate

Produkt 1

HCID 66939440[4-Methyl-6-oxopyridazin-1(6H)-yl]acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To ethyl [4-methyl-6-oxopyridazin-1(6H)-yl]acetate (0.575 g, 2.93 mmol) in tetrahydrofuran (3 mL), methanol (2 mL) and water (2 mL) was added 1 N lithium hydroxide solution (2.9 mL). The reaction mixture was stirred at ambient temperature for 1.5 h. After neutralized with trifluoro acetic acid, the reaction mixture was directly purified by reverse phase HPLC (TMC Pro-Pac C18; 0-45% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient). The pure fractions were lyophilized overnight to yield the title compound. LC/MS 169.2 (M+1).

Aufarbeitung

  1. customthe reaction mixture was directly purified by reverse phase HPLC (TMC Pro-Pac C18; 0-45% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient)
  2. waitThe pure fractions were lyophilized overnight

Quellen und Nachweise

ORD-Eintrag
ord-a7ab1ae7264346d0bf61f3e558d1581c
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653260B2

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