Reacción #40402

Ecuación de reacción

5-chloroisatoic anhydride

2-amino-5-chloropyridine

potassium bis(trimethylsilyl)amide

toluene

→

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

Rendimiento 100.0%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrodropwise at −78° C
2. 2
   TemperaturaThe mixture was warmed up
3. 3
   workup.STIRRINGstirred overnight
4. 4
   OtroAfter quenched by saturated ammonium chloride solution
5. 5
   Extracciónthe mixture was extracted by ethyl acetate
6. 6
   SecadoThe organic layer was dried over magnesium sulfate
7. 7
   Concentraciónconcentrated

Procedimiento

To a solution of 2-amino-5-chloropyridine (328 mg, 2.55 mmol) in tetrahydrofuran (5 ml) was 0.5M potassium bis(trimethylsilyl)amide in toluene (10 ml, 5.05 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (0.5 g, 2.55 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After quenched by saturated ammonium chloride solution, the mixture was extracted by ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to give (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (0.71 g, 100%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.

Fuente