Hydrochloric Acid → N2,N2-dimethyl-[1,2,4]triazolo[1,5-a]pyridine-2,7-diamine

HRID 1802204Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1802204
[CH3:1][N:2]([CH3:20])[C:3]1[N:19]=[C:6]2[CH:7]=[C:8]([NH:11]C(=O)OC(C)(C)C)[CH:9]=[CH:10][N:5]2[N:4]=1.Cl>ClCCl>[CH3:1][N:2]([CH3:20])[C:3]1[N:19]=[C:6]2[CH:7]=[C:8]([NH2:11])[CH:9]=[CH:10][N:5]2[N:4]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67775938Tert-butyl 2-(dimethylamino)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamate

Produkt 1

HCID 67774846N2,N2-dimethyl-[1,2,4]triazolo[1,5-a]pyridine-2,7-diamineAusbeute 63,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 2-(dimethylamino)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamate (1.8 g, 6.49 mmol) in dichloromethane (15 ml) and hydrochloric acid (5N in diethyl ether, 50 ml, 250 mmol) is stirred for 18 hours at room temperature. The solvent is evaporated and the residue dissolved in water (100 ml), made basic with 32% aqueous sodium hydroxide and extracted twice with ethyl acetate. The combined organic layers are washed with water, dried with magnesium sulfate and the solvent is evaporated under reduced pressure affording N2,N2-dimethyl-[1,2,4]triazolo[1,5-a]pyridine-2,7-diamine (727 mg, 63.2%) as a yellow solid. Mp.: 236-8° C. MS: m/z=178.1 (M+H+).

Aufarbeitung

  1. customThe solvent is evaporated
  2. dissolutionthe residue dissolved in water (100 ml)
  3. extractionextracted twice with ethyl acetate
  4. washThe combined organic layers are washed with water
  5. dry with materialdried with magnesium sulfate
  6. customthe solvent is evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e815509e6e9d458185dc035b73cb0a66
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349824B2

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