Hydrochloric Acid → 6-Methyl-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid

HRID 1802158Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1802158
[CH3:1][C:2]1[C:3]([C:17]([O:19]C)=[O:18])=[CH:4][C:5]2[N:6]([N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:10]=2)[CH:7]=1.O.[OH-].[Li+].Cl>O1CCCC1.O.C(OCC)(=O)C>[CH3:1][C:2]1[C:3]([C:17]([OH:19])=[O:18])=[CH:4][C:5]2[N:6]([N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:10]=2)[CH:7]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67774642Methyl 6-methyl-2-phenyl-[1,2,4]triazolo[1,5-A]pyridine-7-carboxylate

Produkt 1

HCID 677766756-Methyl-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acidAusbeute 129,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A mixture of methyl 6-methyl-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylate (182 mg, 681 μmol) and lithium hydroxide monohydrate (114 mg, 2.72 mmol) in tetrahydrofurane (10 ml) and water (2 ml) is stirred for 4 hours at 25° C. The mixture is diluted with ethyl acetate, acidified to pH=0 with hydrochloric acid 37% and washed with water and brine. The organic layer is dried with magnesium sulfate and the solvent is evaporated to dryness affording 6-methyl-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid (223 mg, 129%) as a light yellow solid. mp.: 228-233° C. MS: m/z=254.2 (M+H+).

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialThe organic layer is dried with magnesium sulfate
  3. customthe solvent is evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-be445abae0b9453390db38787ba220ce
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349824B2

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