Bromine → HCID 22385760, Verbindung

HRID 895145Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 895145
[F:1][C:2]([F:13])([F:12])[C:3]1[N:8]=[CH:7][N:6]2[CH:9]=[CH:10][N:11]=[C:5]2[CH:4]=1.C([O-])(=O)C.[Na+].[Br:19]Br>C(O)(=O)C>[Br:19][C:9]1[N:6]2[CH:7]=[N:8][C:3]([C:2]([F:12])([F:1])[F:13])=[CH:4][C:5]2=[N:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 223857597-(Trifluoromethyl)imidazo[1,2-c]pyrimidine

Produkt 1

HCID 22385760HCID 22385760, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a solution of 7-trifluoromethylimidazo[1,2-c]pyrimidine (1.9239 g, 10.3 mmol) in acetic acid (40 ml) was added sodium acetate (1.265 g, 15.4 mmol), then a solution of bromine (0.529 ml, 10.3 mmol) in acetic acid (7.5 ml). The solution was stirred at room temperature for 30 min, then partitioned between saturated aqueous NaHCO3 (1 l) and ethyl acetate (500 ml). The aqueous layer (pH 8) was further extracted with ethyl acetate (500 ml), and the combined organic extracts were dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (silica gel, 20% EtOAc/isohexane) to afford 0.88 g (34% over 2 steps) of the title compound as a white solid: 1H NMR (360 MHz, CDCl3) δ 7.81 (1H, s), 7.93 (1H, s), 9.09 (1H, s).

Aufarbeitung

  1. custompartitioned between saturated aqueous NaHCO3 (1 l) and ethyl acetate (500 ml)
  2. extractionThe aqueous layer (pH 8) was further extracted with ethyl acetate (500 ml)
  3. dry with materialthe combined organic extracts were dried (Na2SO4)
  4. customevaporated in vacuo
  5. customThe residue was purified by flash chromatography (silica gel, 20% EtOAc/isohexane)

Quellen und Nachweise

ORD-Eintrag
ord-e902072ff3024f16b2a2416b57211e12
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06914065B2

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