Reacción #44010

Ecuación de reacción

Compound 78

(5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-4-yl)methanol

NaHCO3

Dess-Martin periodinane

→

79

Rendimiento 81.9%

5-(4-chlorophenylsulfonyl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-4-carbaldehyde

Rendimiento 81.9%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas quenched with sat. NaHCO3 (10 mL) and 10%
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 30 minutes
3. 3
   ExtracciónThe reaction mixture was extracted with CH2Cl2
4. 4
   Lavadothe combined organic layers were washed with brine
5. 5
   SecadoThe organic layer was dried over Na2SO4
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated in vacuo

Procedimiento

Compound 78 (0.50 g, 1.5 mmol) was dissolved in CH2Cl2 (5 mL). NaHCO3 (0.3 g, 3.6 mmol) was added, followed by Dess-Martin periodinane (0.78 g, 1.8 mmol). The reaction stirred at room temperature for two hours and was quenched with sat. NaHCO3 (10 mL) and 10% w/v sodium bisulfite (10 mL). The mixture was stirred at room temperature for 30 minutes. The reaction mixture was extracted with CH2Cl2 and the combined organic layers were washed with brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to yield 0.4 g of 79 as a white solid that was used without further purification.

Fuente