6-BROMO-4-INDAZOLECARBOXYLIC ACID METHYL ESTER Chemical Properties

Boiling point:

395.9±22.0 °C(Predicted)

Density 

1.709±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

11.21±0.40(Predicted)

Appearance

light yellow solid

InChI

InChI=1S/C9H7BrN2O2/c1-14-9(13)6-2-5(10)3-8-7(6)4-11-12-8/h2-4H,1H3,(H,11,12)

InChIKey

FEPRHRPOKPTRQZ-UHFFFAOYSA-N

SMILES

N1C2=C(C(C(OC)=O)=CC(Br)=C2)C=N1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933998090

6-BROMO-4-INDAZOLECARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Uses

Methyl 6-bromo-4-indazolecarboxylate is mainly used as an organic synthesis intermediate and is widely used in drug development and chemical research.

Synthesis

Step 6: Synthesis of methyl 6-bromo-1H-indazole-4-carboxylate To a stirred solution of methyl 1-acetyl-6-bromo-1H-indazole-4-carboxylate (18 g, 61.0 mmol) in methanol (350 mL) was slowly added 6N HCl (350 mL). The reaction mixture was stirred at 60 °C for 8 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Subsequently, the reaction mixture was alkalized with saturated NaHCO3 solution to pH 8. The precipitated solid was collected by filtration and dried under vacuum. The dried solid was stirred in ether for 15 min, filtered again and dried to give methyl 6-bromo-1H-indazole-4-carboxylate (11 g, 71.7% yield).

References

[1] Patent: WO2012/118812, 2012, A2. Location in patent: Page/Page column 313
[2] Patent: CN105037360, 2016, B. Location in patent: Paragraph 0400; 0401; 0402

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