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ChemicalBook CAS DataBase List 3-CHLORO-1H-INDAZOL-5-AMINE
41330-49-8

3-CHLORO-1H-INDAZOL-5-AMINE synthesis

4synthesis methods
-

Yield:41330-49-8 71%

Reaction Conditions:

with tin(II) chloride dihdyrate in ethanol; for 4 h;Reflux;

Steps:



To a solution of 3-chloro-5-nitro-lH-indazole (7) (310 mg, 1.57 mmol) in ethanol (150 mL) was added stannous chloride dihydrate (1.77 g, 7.85 mmol). The reaction mixture was refluxed for 4 h. After completion of reaction, the mixture was concentrated on rotary evaporator. The residue was diluted with dichloromethane and basified with sodium hydroxide. The mixture was transferred to separatory funnel and the aqueous layer was extracted with dichloromethane The combined organic layer was dried over anhydrous magnesium sulfate, fi tered, and concentrated in vacuo. The residue was purified by flash chromatography to provide 3-chloro-lH-indazol-5-amine (10) (186 mg, 71 yield), m/z 168 [M+H]+.

References:

WO2019/46467,2019,A1 Location in patent:Page/Page column 38

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