1H-INDAZOLE-4-CARBALDEHYDE Chemical Properties

Boiling point:

358.3±15.0 °C(Predicted)

Density 

1.368±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

12.49±0.40(Predicted)

form 

Crystalline Powder

color 

White

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

29339980

1H-INDAZOLE-4-CARBALDEHYDE Usage And Synthesis

Synthesis

Synthesis of 1H-indazole-1,4-carboxaldehyde (12i): 4-(Hydroxymethyl)-1H-indazole (54 mg, 0.36 mmol) was dissolved in 3 mL of tetrahydrofuran (THF) followed by addition of Dess-Martin periodinane (247 mg, 0.58 mmol). The reaction mixture was stirred overnight at room temperature and quenched with 2.0 M sodium thiosulfate (Na2S2O3) solution upon completion of the reaction. The reaction mixture was extracted with ethyl acetate, the organic layers were combined, washed sequentially with saturated sodium bicarbonate (NaHCO3) solution and brine, and dried over anhydrous magnesium sulfate (MgSO4). The solvent was removed by concentration under reduced pressure and the residue was purified by column chromatography (75% ethyl acetate/hexane) to afford 1-hydro-indazole-4-carbaldehyde (37 mg, 70% yield) as a white solid. Determination by mass spectrometry (electrospray ionization): expected value of M+H = 147.1, measured value = 147.2.

References

[1] Patent: WO2007/51062, 2007, A2. Location in patent: Page/Page column 127-128

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