Water → 6-Bromo-2-isopropylcarbonyl-imidazo[1,2-a]pyridine

HRID 601679

Reaktionsgleichung

Reaktionsgleichung von HRID 601679
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]([O:13]CC)=O)[N:10]=2)[CH:7]=1.[CH:16]([Mg]Cl)([CH3:18])[CH3:17].O>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]([CH:16]([CH3:18])[CH3:17])=[O:13])[N:10]=2)[CH:7]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 7141939Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylateHCID 178418918HCID 178418918, Verbindung

Produkt 1

HCID 231582326-Bromo-2-isopropylcarbonyl-imidazo[1,2-a]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

269 mg of 6-bromo-2-ethoxycarbonyl-imidazo[1,2-a]pyridine obtained in Example 117 was dissolved in 10 ml of tetrahydrofuran, cooled down to −78° C., and 0.5 ml of 2M isopropylmagnesium chloride was dropped thereto. After heating to −40° C., water was added and the products were extracted with ethyl acetate. Organic layer was dried with anhydrous magnesium sulfate, and the solvents were distilled outunder reduced pressure. The obtained residues were purified by silicagel column chromatography (hexane:ethyl acetate=50:50) to obtain 58.5 mg of the above compound.

Aufarbeitung

  1. temperatureAfter heating to −40° C.
  2. extractionthe products were extracted with ethyl acetate
  3. dry with materialOrganic layer was dried with anhydrous magnesium sulfate
  4. distillationthe solvents were distilled outunder reduced pressure
  5. customThe obtained residues were purified by silicagel column chromatography (hexane:ethyl acetate=50:50)

Quellen und Nachweise

ORD-Eintrag
ord-776bf12ee64a4cb5bfe4174d875ec94b
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902369B2

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