Reaktion #85382

Reaktionsgleichung

3-((3,3,3-trifluoropropyl)thio)propanoic acid

3-chloro-N-ethyl-1-(pyridine-3-yl)-1H-pyrazol-amine

Diisopropylethylamine

→

desired product

Ausbeute 94.0%

N-(3-Chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-ethyl-3-((3,3,3-trifluoropropyl)thio)propanamide

Ausbeute 94.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeUpon reaction completion
2. 2
   Temperaturthe reaction mixture was cooled to 0-5° C.
3. 3
   Sonstigequenched with water (12 mL)
4. 4
   SonstigeThe layers were separated
5. 5
   Extraktionthe aqueous layer was extracted with ethyl acetate (30 mL)
6. 6
   EinengenThe combined organic layers were concentrated

Vorschrift

A solution of 3-((3,3,3-trifluoropropyl)thio)propanoic acid (2.18 g, 10.8 mmol) and 3-chloro-N-ethyl-1-(pyridine-3-yl)-1H-pyrazol-amine (2.00 g, 8.98 mmol) in ethyl acetate (16 mL) was cooled to 5° C. Diisopropylethylamine (5.15 mL, 29.6 mmol) was added dropwise at 0-5° C. over 30 minutes, followed by the addition of 2,4,6-tripropyl-trioxatriphosphinane-2,4,-trioxide (4.00 g, 12.6 mmol) over 30 minutes at 0-5° C. The reaction was allowed to warm to 25-30° C. and stirred for 2 h. Upon reaction completion, the reaction mixture was cooled to 0-5° C. and quenched with water (12 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (30 mL). The combined organic layers were concentrated to afford the desired product as an oil (3.40 g, 94%).

Quelle