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Water → Methyl 3-amino-6-methoxy-5-(trifluoromethyl)picolinate

HRID 574232
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 574232
[NH2:1][C:2]1[C:3]([C:14]([OH:16])=[O:15])=[N:4][C:5]([O:12][CH3:13])=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.OS(O)(=O)=O.O.[C:23]([O-])(O)=O.[Na+]>CO>[NH2:1][C:2]1[C:3]([C:14]([O:16][CH3:23])=[O:15])=[N:4][C:5]([O:12][CH3:13])=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962Water2×HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 584423203-Amino-6-methoxy-5-(trifluoromethyl)pyridine-2-carboxylic acid

Produkt 1

HCID 71743539Methyl 3-amino-6-methoxy-5-(trifluoromethyl)picolinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

3-Amino-6-methoxy-5-trifluoromethyl-pyridine-2-carboxylic acid (Int. B) 5.5 g, 23.29 mmol) was dissolved in MeOH (90 ml). H2SO4 (6.21 ml, 116 mmol) was added dropwise and the solution was heated to reflux for 4 hours. The reaction mixture was reduced in vacuo to approx. 15 ml and water (15 ml) was added. The pH was adjusted to pH 9 by careful addition of solid NaHCO3. Water (100 ml) was added and the mixture was extracted with DCM. The combined organic extracts were concentrated in vacuo to afford the title compound.

Aufarbeitung

  1. temperaturethe solution was heated
  2. temperatureto reflux for 4 hours
  3. additionwas added
  4. extractionthe mixture was extracted with DCM
  5. concentrationThe combined organic extracts were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-38db66b0176e40dba6a499540d75f996
Quelldatensatz
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09034879B2

Notizen zur Reaktion

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