Acetic Anhydride → 6-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine

HRID 873993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 873993
[C:1](OC(=O)C)(=O)[CH3:2].[Br:8][C:9]1[CH:10]=[C:11]([CH3:17])[C:12]([NH:15][NH2:16])=[N:13][CH:14]=1>C1COCC1.O1CCOCC1.C(O)(=O)C>[Br:8][C:9]1[CH:10]=[C:11]([CH3:17])[C:12]2[N:13]([C:1]([CH3:2])=[N:16][N:15]=2)[CH:14]=1

Komponenten

6

Edukt 2

HCID 7918Acetic AnhydrideHCID 534029825-Bromo-2-hydrazinyl-3-methylpyridine

Produkt 1

HCID 837915436-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridineAusbeute 96,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of acetic anhydride (12.22 mL, 129 mmol) in THF (10 mL) was added over a 10 min period to a suspension of 5-bromo-2-hydrazinyl-3-methylpyridine (25 g, 118 mmol) (Step 130.5) in dioxane (125 mL) and acetic acid (25 mL), at rt. The reaction mixture was stirred for 10 min at rt, heated to 100° C., stirred for 7 h at this temperature, and concentrated. The solid residue was purified by trituration with TBME to provide the title compound (25.7 g) as a colorless solid. tR: 0.39 min (LC-MS 2); ESI-MS: 225.9 [M+H]+ (LC-MS 2).

Aufarbeitung

  1. temperatureheated to 100° C.
  2. stirringstirred for 7 h at this temperature
  3. concentrationconcentrated
  4. customThe solid residue was purified by trituration with TBME

Quellen und Nachweise

ORD-Eintrag
ord-760f16ae51164fa6a9668cebcad1bf58
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08975417B2

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