Triethylamine → 2-Bromo-N-(6-methyl-pyridazin-3-yl)-acetamide

HRID 2192376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192376
[Br:1][CH2:2][C:3](Br)=[O:4].[NH2:6][C:7]1[N:8]=[N:9][C:10]([CH3:13])=[CH:11][CH:12]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[Br:1][CH2:2][C:3]([NH:6][C:7]1[N:8]=[N:9][C:10]([CH3:13])=[CH:11][CH:12]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 877126-Methylpyridazin-3-amine

Produkt 1

HCID 673108012-Bromo-N-(6-methyl-pyridazin-3-yl)-acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

A solution of bromoacetyl bromide (0.22 mL) in dry CHCl3 (4 mL) was added slowly to a suspension of 3-amino-6-methylpyridazine (0.24 g) and triethylamine (0.47 mL) in dry CHCl3 (45 mL) at room temperature. The brown mixture was allowed to stir for 3.5 hr, then quenched with H2O (1.5 mL) and stirred for 20 mins before concentrating under reduced pressure to a brown solid. The crude product was purified by silica gel chromatography eluting with 1-2% MeOH/dichloromethane. The relevant fractions were combined and evaporated to give the title compound (0.20 g) as a pinkish/beige solid.

Aufarbeitung

  1. customquenched with H2O (1.5 mL)
  2. stirringstirred for 20 mins
  3. concentrationbefore concentrating under reduced pressure to a brown solid
  4. customThe crude product was purified by silica gel chromatography
  5. washeluting with 1-2% MeOH/dichloromethane
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f936bb35d18b4f92b12d235e0b7d0eff
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329729B2

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