5,7-Dichloro-6-(2-fluorophenyl)-imidazo[1,2-a]pyrimidine → 7-Chloro-6-(2-fluorophenyl)-imidazo[1,2-a]pyrimidine

HRID 1851153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851153
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[N:5]=[C:4]([Cl:11])[C:3]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18]>CO.C1COCC1.[Zn].[Cu]>[Cl:11][C:4]1[C:3]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])=[CH:2][N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[N:5]=1

Komponenten

5

Edukt 1

HCID 862136385,7-Dichloro-6-(2-fluorophenyl)-imidazo[1,2-a]pyrimidine

Produkt 1

HCID 867030217-Chloro-6-(2-fluorophenyl)-imidazo[1,2-a]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 10290809Zinc copper coupleKatalysatorHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.86 g (3.05 mmol) 5,7-Dichloro-6-(2-fluorophenyl)-imidazo[1,2-a]pyrimidine are given in 1.5 mL methanol and 8.6 mL THF. After addition of 0.589 g (4.6 mmol) zinc/copper pair the mixture is stirred at rt for 18 hours. The reaction mixture is filtered via a glass microfibre filter and washed with plenty of methanol. The solvent is evaporated and the residue is treated and evaporated three times with toluene. After chromatography on silicagel (eluents dichloromethane/methanol) 672.4 mg (89%) of the desired product containing bisdeschloro compound are obtained which is used without further purification.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered via a glass microfibre
  2. filtrationfilter
  3. washwashed with plenty of methanol
  4. customThe solvent is evaporated
  5. additionthe residue is treated
  6. customevaporated three times with toluene
  7. additionAfter chromatography on silicagel (eluents dichloromethane/methanol) 672.4 mg (89%) of the desired product containing bisdeschloro compound
  8. customare obtained which
  9. customis used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-b163a4f7327e4663b21343c0487ed35a
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957064B2

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