6-chloro-2-methyl-2H-indazol-5-amine Chemical Properties

Boiling point:

365.6±22.0 °C(Predicted)

Density 

1.45±0.1 g/cm3(Predicted)

pka

2.05±0.10(Predicted)

InChI

InChI=1S/C8H8ClN3/c1-12-4-5-2-7(10)6(9)3-8(5)11-12/h2-4H,10H2,1H3

InChIKey

YRZNRFJEBAPCCO-UHFFFAOYSA-N

SMILES

N1=C2C(C=C(N)C(Cl)=C2)=CN1C

6-chloro-2-methyl-2H-indazol-5-amine Usage And Synthesis

Synthesis

A suspension of 6-Chloro-1-methyl-5-nitro-1H-indazole (700 mg, 3.31 mmol), NH4CI (1 .59g, 29.77mmol) & Fe powder (1.66g, 29.77mmol) in a mixture of EtOH: Water (15mL: 15mL) was heated to 80°C for 6h. After 6h, TLC analysis indicated the formation of a polar spot (Ninhydrin positive). Then, the reaction mixture was cooled to RT and filtered through the celite bed; the celite bed was washed with EtOH (50mL); the filtrate was concentrated under reduced pressure to give a crude product. The crude product was purified by column chromatography (silica gel 100-200mesh) using 25% EtOAc in petroleum ether as an eluent to give 6- chloro-2-methyl-2H-indazol-5-amine (quantitative yield) as an off-white solid.