Methyl 5-bromo-7-azaindole-3-carboxylate Chemical Properties

Density 

1.709±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

11.33±0.40(Predicted)

Appearance

Off-white to light brown Solid

Methyl 5-bromo-7-azaindole-3-carboxylate Usage And Synthesis

Uses

Methyl 5-bromo-7-azaindole-3-carboxylate is an organic synthesis intermediate, mainly used in the synthesis of biologically active compounds as a key building block in the synthesis process.

Synthesis

5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (480 mg, 2 mmol, 1.0 eq.) was used as a starting material and mixed with concentrated hydrochloric acid. A methanol solution containing sulfuric acid (0.5 mL, catalytic amount) was added to the mixture and the reaction mixture was subsequently refluxed for 24 hours. Upon completion of the reaction, the solvent was removed by concentration via rotary evaporator. The obtained residue was dissolved in ethyl acetate and subsequently washed with saturated aqueous sodium bicarbonate solution. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give methyl 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (450 mg, 85% yield) as a white solid.LCMS analysis showed (M+H)+ m/z calculated value of 256.1 and measured value of 256.1.

References

[1] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00694
[2] Patent: WO2016/178110, 2016, A1. Location in patent: Page/Page column 150
[3] Patent: WO2006/1754, 2006, A1. Location in patent: Page/Page column 21-22

Methyl 5-bromo-7-azaindole-3-carboxylate(872619-43-7)Related Product Information

• 1H-Imidazo[4,5-b]pyridine,5-bromo-(8CI)
• 5-BROMO-1H-PYRROLO[2,3-C]PYRIDIN-2(3H)-ONE
• 5-Bromo-4-azaindole
• 5-BroMo-4-azaindole-3-carbaldehyde
• 5-bromo-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one