Toluene → 2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide

Temperatur

-78 °C

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.

1. temperatureThe mixture was warmed up
2. stirringstirred overnight
3. concentrationAfter concentrated
4. washthe crude was washed with saturated ammonium chloride solution
5. extractionextracted by ethyl acetate
6. dry with materialThe organic layer was dried over magnesium sulfate
7. concentrationconcentrated

ORD-Eintrag

ord-77362edf322045e8a72f238e86be1f41

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07727982B2