Cesium carbonate → 6-Cyclobutylsulfanyl-pyridine-2-carboxylic acid ethyl ester

HRID 62883

Reaktionsgleichung

Reaktionsgleichung von HRID 62883
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([SH:12])[N:7]=1)=[O:5])[CH3:2].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH:20]1[CH2:23][CH2:22][CH2:21]1>CC#N>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][CH:20]2[CH2:23][CH2:22][CH2:21]2)[N:7]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 78110BromocyclobutaneHCID 178468955HCID 178468955, Verbindung

Produkt 1

HCID 901182766-Cyclobutylsulfanyl-pyridine-2-carboxylic acid ethyl esterAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

After 6-mercapto-pyridine-2-carboxylic acid ethyl ester (0.40 g, 2.18 mmol) was dissolved in CH3CN (9 mL), Cs2CO3(2.667 g, 6.54 mmol) and bromo cyclobutane (0.385 mL, 3.27 mmol) were added thereto, and the mixture was stirred at 50° C. for 18 hours. After the termination of the reaction, the reactant was filtered, concentrated under reduced pressure, and purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (0.481 g, 92%).

Aufarbeitung

  1. customAfter the termination of the reaction
  2. filtrationthe reactant was filtered
  3. concentrationconcentrated under reduced pressure
  4. custompurified by column chromatography (eluent, EtOAc/Hex=1/5)

Quellen und Nachweise

ORD-Eintrag
ord-4a4cf27f8d9946788a2fdf48713ee108
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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