Reacción #507963

Ecuación de reacción

H2O

N-benzyl-N-tert-butylcarbonyl-N-[(2S)-5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]amine

TFA

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title product

Rendimiento 73.0%

(2S)-Benzyl-[5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-amine

Rendimiento 73.0%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto reach room temperature
2. 2
   Extracciónextracted with CH2Cl2 (1×25 mL)
3. 3
   Lavadowashed with NaOH aqueous solution (10%, 2×20 mL)
4. 4
   SecadoThe organic layer was dried over anhydrous Na2SO4
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated
7. 7
   Otrochromatographed on silica gel (0-5-10% MeOH/CH2Cl2)

Procedimiento

From N-benzyl-N-tert-butylcarbonyl-N-[(2S)-5-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,2,3,4-tetrahydronaphthalen-2-yl]amine: TFA (0.330 mL, 4.275 mmol) was added to a 0° C. cooled solution of starting material (0.381 g, 0.855 mmol) in CH2Cl2 (15 mL). The reaction was allowed to reach room temperature, and stirred at this temperature for 7 h. It was poured into H2O (20 mL), extracted with CH2Cl2 (1×25 mL) and washed with NaOH aqueous solution (10%, 2×20 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The crude residue was flash chromatographed on silica gel (0-5-10% MeOH/CH2Cl2) to give 0.215 g of the title product (Rf=0.2 (10% MeOH/CH2Cl2), yellow oil, 73% yield).

Fuente