Reacción #85382

Ecuación de reacción

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

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

Diisopropylethylamine

→

desired product

Rendimiento 94.0%

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

Rendimiento 94.0%

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroUpon reaction completion
2. 2
   Temperaturathe reaction mixture was cooled to 0-5° C.
3. 3
   Otroquenched with water (12 mL)
4. 4
   OtroThe layers were separated
5. 5
   Extracciónthe aqueous layer was extracted with ethyl acetate (30 mL)
6. 6
   ConcentraciónThe combined organic layers were concentrated

Procedimiento

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%).

Fuente