5-BROMO INDOLE-7-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Boiling point:

382.6±22.0 °C(Predicted)

Density 

1.629±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

14.46±0.30(Predicted)

Appearance

Light yellow to brown Solid

CAS DataBase Reference

860624-89-1

5-BROMO INDOLE-7-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

Iodomethane (7.81 mL, 125 mmol) was slowly added dropwise to a solution of N,N-dimethylformamide (50 mL) containing 5-bromo-1H-indole-7-carboxylic acid (10 g, 41.7 mmol) and sodium carbonate (17.66 g, 167 mmol). The reaction mixture was stirred continuously for 2 h at room temperature. Upon completion of the reaction, it was filtered through a silica gel pad (500 g) and eluted with ether (600 mL). The collected eluate was washed once with deionized water (100 mL) and subsequently concentrated under reduced pressure to afford methyl 5-bromoindole-7-carboxylate (9.65 g, 91% yield). The product was confirmed by LC/MS analysis: m/z 253.8 (M+), retention time 2.15 min.

References

[1] Patent: WO2008/118724, 2008, A1. Location in patent: Page/Page column 69-70
[2] ACS Medicinal Chemistry Letters, 2018,

5-BROMO INDOLE-7-CARBOXYLIC ACID METHYL ESTER(860624-89-1)Related Product Information

• Indole
• Methyl 1H-indole-7-carboxylate
• 5-BROMO INDOLE-7-CARBOXYLIC ACID METHYL ESTER