5-METHYLINDOLE-3-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Boiling point:

345.1±22.0 °C(Predicted)

Density 

1.212±0.06 g/cm3(Predicted)

storage temp. 

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

pka

15.59±0.30(Predicted)

Appearance

Off-white to light yellow Solid

CAS DataBase Reference

227960-12-5(CAS DataBase Reference)

Safety Information

HS Code 

2933998090

5-METHYLINDOLE-3-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

GENERAL PROCEDURE: Following the above procedure, the crude reaction mixture was diluted with methanol (MeOH) and cooled to 0 °C. Sulfoxide chloride (SOCl2, 36 μL, 0.5 mmol) was then slowly added and the reaction was stirred at room temperature for 3 hours. Upon completion of the reaction, additional methanol (MeOH) was added and the reaction mixture was heated to reflux for 6 hours. At the end of the reaction, the reaction was quenched with deionized water (H2O) and extracted with ethyl acetate (EtOAc, 3 times). All organic layers were combined and dried with anhydrous magnesium sulfate (MgSO4) and subsequently concentrated under reduced pressure. Finally, the crude product was purified by preparative thin layer chromatography (TLC, unfolding reagent ratio petroleum ether: ethyl acetate = 7:3) to afford the target compounds, methyl 5-methylindole-3-carboxylate (5a-b).

References

[1] Heterocycles, 2015, vol. 90, # 2, p. 1196 - 1204

5-METHYLINDOLE-3-CARBOXYLIC ACID METHYL ESTER(227960-12-5)Related Product Information

• 5-Methylindole
• Methyl indole-3-carboxylate
• 7-METHYLINDOLE-2-CARBOXYLIC ACID METHYL ESTER
• N-METHYLINDOLE-6-CARBOXYLIC ACID METHYL ESTER
• 5-METHYLINDOLE-3-CARBOXYLIC ACID METHYL ESTER
• 5-METHYL-3-HYDROXYMETHYLINDOLE
• RARECHEM AL BI 0707
• 5-METHYL-1H-INDOLE-3-CARBOXYLIC ACID
• 5-METHYLINDOLE-3-CARBOXALDEHYDE
• 2-AMINO-5-TRIFLUOROMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER