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

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

4synthesis methods

Product Name:3-CHLORO-1H-INDAZOL-5-AMINE
CAS Number:41330-49-8
Molecular formula:C7H6ClN3
Molecular Weight:167.6

4812-45-7 Synthesis

4812-45-7
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$17.00/250mg

41330-49-8
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$65.00/100mg

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