Реакция #40429

Уравнение реакции

5-chloroisatoic anhydride

2-amino-5-chloropyridine

potassium bis(trimethylsilyl)amide

toluene

→

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

Выход 100.0%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Другоеdropwise at −78° C
2. 2
   ТемператураThe mixture was warmed up
3. 3
   workup.STIRRINGstirred overnight
4. 4
   ДругоеAfter quenched by saturated ammonium chloride solution
5. 5
   Экстракцияthe mixture was extracted by ethyl acetate
6. 6
   СушкаThe organic layer was dried over magnesium sulfate
7. 7
   Концентрированиеconcentrated

Методика

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.

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