Реакция #40420

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 99.0%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was warmed up
2. 2
   workup.STIRRINGstirred overnight
3. 3
   КонцентрированиеAfter concentrated
4. 4
   Промывкаthe crude was washed with saturated ammonium chloride solution
5. 5
   Экстракцияextracted 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 (787 mg, 6.1 mmol) in tetrahydrofuran (5 ml) was added 0.5M potassium bis(trimethylsilyl)amide in toluene (20 ml, 10.1 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (1 g, 5.1 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After concentrated, the crude was washed with saturated ammonium chloride solution and 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 as yellow solid (1.39 g, 99%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.

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