Reaktion #1915470

Reaktionsgleichung

3-Chloro-5-(trifluoromethyl)-2-pyridinecarbaldehyde

potassium carbonate

diethyl ether

ethyl mercaptoacetate

→

title compound

ethyl 6-(trifluoromethyl)thieno[3,2-b]pyridine-2-carboxylate

Lösungsmittel

dichloromethane

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   Waschenwashed with aqueous sodium carbonate
3. 3
   TrocknenThe organic phase was dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenthe filtrate concentrated under reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
7. 7
   Filtrationfiltered
8. 8
   Sonstigeto remove solids
9. 9
   EinengenThe filtrate was concentrated
10. 10
    Sonstigethe residue purified by flash chromatography (dichloromethane)

Vorschrift

3-Chloro-5-(trifluoromethyl)-2-pyridinecarbaldehyde (Chemical Abstracts number 175277-50-6, purchase from Maybridge), potassium carbonate (4.95 g), and ethyl mercaptoacetate (2.52 g) were combined in N,N-dimethylformamide (25 mL) at 25° C. and stirred for 18 hours. The mixture was then heated at 50° C. for 6 hours, allowed to cool to room temperature, poured into a mixture of diethyl ether (80 mL) and dichloromethane (25 mL), and washed with aqueous sodium carbonate. The organic phase was dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure. The residue was dissolved in dichloromethane and filtered to remove solids. The filtrate was concentrated and the residue purified by flash chromatography (dichloromethane) to provide the title compound. MS (DCI/NH3) m/z 276.0 (M+H)+.

Quelle