Reacción #340976

Ecuación de reacción

1,1-dicyclohexyl-3-[4-(hydroxyimino-methyl)-thiazol-2-yl]-urea

methanesulfonyl chloride

DIEA

→

desired product

Rendimiento 30.0%

1,1-Dicyclohexyl-3-[4-(methanesulfonylhydroxyimino-methyl)-thiazol-2-yl]urea

Rendimiento 30.0%

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroquenched with water (10 mL)
2. 2
   ExtracciónThe reaction mixture was extracted with ethyl acetate (3×10 mL)
3. 3
   LavadoThe combined organic extracts was washed with water (2×30 mL)
4. 4
   Secadodried over sodium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in vacuo
7. 7
   OtroThe crude product was purified by flash chromatography (silica, EtOAc/hexanes 1:4 to EtOAc/hexanes 1:1)

Procedimiento

To a solution of 1,1-dicyclohexyl-3-[4-(hydroxyimino-methyl)-thiazol-2-yl]-urea (0.15 mmol) in DCM (4 mL) was added methanesulfonyl chloride (0.15 mmol) and DIEA (0.15 mL). The mixture was stirred at rt for 2 h and quenched with water (10 mL). The reaction mixture was extracted with ethyl acetate (3×10 mL). The combined organic extracts was washed with water (2×30 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by flash chromatography (silica, EtOAc/hexanes 1:4 to EtOAc/hexanes 1:1) to give the desired product in 30% yield.

Fuente