Potassium Carbonate → 2-(3-Bromo-phenylsulfanyl)-6-phenyl-pyridine

HRID 659100

Reaktionsgleichung

Reaktionsgleichung von HRID 659100
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:3]=1.C([O-])([O-])=O.[K+].[K+].[Br:20][C:21]1[CH:22]=[C:23]([SH:27])[CH:24]=[CH:25][CH:26]=1>CC(C)=O>[Br:20][C:21]1[CH:22]=[C:23]([S:27][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:3]=2)[CH:24]=[CH:25][CH:26]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 80597m-BromobenzenethiolHCID 5686792-Bromo-6-phenylpyridine

Produkt 1

HCID 593348472-(3-Bromo-phenylsulfanyl)-6-phenyl-pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

2-Bromo-6-phenyl-pyridine (13) (100 mg, 0.43 mmol), K2CO3 (117 mg, 0.85 mmol) in acetone (2 mL) was added 3-bromothiophenol and the reaction mixture was heated in a CEM Discover microwave for 1×30 minutes at 90° C., then 4×2 hours at 130° C., followed by 1×8 hours at 130° C. The crude product was partially purified by column chromatography eluting with 10% EtOAc in heptane to give the title compound. Yield: 100 mg, 68%; LC-MS tr 1.97 min; HPLC Purity: 55%; MS (ES+) m/z 342, 344 (M+H)

Aufarbeitung

  1. custom4×2 hours
  2. customat 130° C.
  3. customfollowed by 1×8 hours at 130° C
  4. customThe crude product was partially purified by column chromatography
  5. washeluting with 10% EtOAc in heptane

Quellen und Nachweise

ORD-Eintrag
ord-58e384b3446a4a7aaa4b35a0f80dddbb
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080567B2

Verknüpfte Notizen

Wird geladen…