Hydrochloric Acid → Picolinic acid

HRID 69966

Reaktionsgleichung

Reaktionsgleichung von HRID 69966
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([O-:9])=[O:8].[Li+].[OH-].Cl>C1COCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([OH:9])=[O:8]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 6920223Picolinate

Produkt 1

HCID 1018Picolinic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of methyl 3-amino-6-(2-fluoro-5-isopropylcabamoyl)phenyl)picolinate (1.0 equiv) in THF (0.5M), was added 1M LiOH (4.0 equiv). After stirring for 4 hours at 60° C., 1 N HCl (4.0 equiv.) was added and the THF was removed in vacuo. The resulting solid was filtered and rinsed with cold H2O (3×20 mL) to yield 3-amino-6-(2-fluoro-5-isopropylcabamoyl)phenyl)picolinic acid (98%). LCMS (m/z): 318.1 (MH+); LC Rt=2.4 min

Aufarbeitung

  1. customthe THF was removed in vacuo
  2. filtrationThe resulting solid was filtered
  3. washrinsed with cold H2O (3×20 mL)

Quellen und Nachweise

ORD-Eintrag
ord-2bc4924df4b341d5b3a2a67aad801b75
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822497B2

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