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Methanol → 2-Bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid

HRID 874368
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 874368
[OH-].[Na+].CO.[Br:5][C:6]1[N:18]=[C:9]2[CH2:10][CH:11]([C:14]([O:16]C)=[O:15])[CH2:12][CH2:13][N:8]2[N:7]=1>O>[Br:5][C:6]1[N:18]=[C:9]2[CH2:10][CH:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13][N:8]2[N:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 90383450HCID 90383450, Verbindung

Produkt 1

HCID 838673012-Bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acidAusbeute 82,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 2 N sodium hydroxide aqueous solution (6.9 ml) was added to a mixed solution of methanol (20 ml) and water (10 ml) containing the methyl 2-bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylate (2.4 g) obtained in (Example 5.16) <Step 3>. The obtained mixture was stirred for 1 hour 30 minutes. Thereafter, methanol was distilled away under reduced pressure, and the obtained aqueous solution was then washed with ethyl acetate (2 ml). Insoluble substances were removed by filtration. The filtrate was adjusted to pH 1 with concentrated hydrochloric acid, and was then extracted with a mixed solution (50 ml) of 20% isopropanol and methylene chloride five times. The organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure, so as to obtain a crude product (1.87 g) of the title compound in the form of a yellow solid.

Aufarbeitung

  1. customobtained in (Example 5.16) <Step 3>
  2. distillationThereafter, methanol was distilled away under reduced pressure
  3. washthe obtained aqueous solution was then washed with ethyl acetate (2 ml)
  4. customInsoluble substances were removed by filtration
  5. extractionwas then extracted with a mixed solution (50 ml) of 20% isopropanol and methylene chloride five times
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was then distilled away under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d85373101c4445c7a452e18ccf2c0161
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08980888B2

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