1-Methyl-1H-indole-6-carbaldehyde Chemical Properties

Melting point:

81 °C

Boiling point:

318.7±15.0 °C(Predicted)

Density 

1.10±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

2-8°C

form 

solid

Appearance

Light yellow to brown Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

41-52-36

Safety Statements 

26-39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

1-Methyl-1H-indole-6-carbaldehyde Usage And Synthesis

Uses

1-methyl-1H-indole-6-carbaldehyde is used as a component of organic synthesis or pharmaceutical intermediates.

Synthesis

GENERAL METHOD: Indole-6-carboxaldehyde (435 mg, 3 mmol) was dissolved in acetonitrile (30 mL), cesium carbonate (829 mg, 6 mmol) was added, and the reaction mixture was heated and refluxed for 2 hours. Subsequently, iodomethane (3.3 mmol) was added to the reaction system and heating and refluxing was continued for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water was added to the residue and extracted three times with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. Finally, the resulting residue was purified by fast column chromatography to give the target product 1-methylindole-6-carbaldehyde.

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 7, p. 2060 - 2079
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 19, p. 5888 - 5891
[3] Patent: WO2004/52890, 2004, A1. Location in patent: Page 46-47

1-Methyl-1H-indole-6-carbaldehyde(21005-45-8)Related Product Information

• Indole-6-carboxaldehyde
• 1-METHYL-1H-INDOLE-6-CARBOXYLIC ACID 97
• AKOS B006681
• 1-Methyl-1H-indole-6-carbaldehyde
• 1-(CYANOMETHYL)-1H-INDOLE-6-CARBOXYLIC ACID
• 6-CHLOROACETYL-1-(2,2-DIMETHYLPROPANOYL)INDOLE
• 1-(2-CYANOETHYL)-1H-INDOLE-6-CARBOXYLIC ACID
• 1-[3-[(TERT-BUTOXYCARBONYL)AMINO]PROPYL]-1H-INDOLE-6-CARBOXYLIC ACID
• 1-(2-TERT-BUTOXYCARBONYLAMINO-ETHYL)-1H-INDOLE-6-CARBOXYLIC ACID
• 1-(TERT-BUTYL) 6-METHYL 3-IODO-1H-INDOLE-1,6-DICARBOXYLATE
• 1-CARBAMOYLMETHYL-6-INDOLECARBOXYLIC ACID
• 4-(TERT-BUTYLDIMETHYLSILANYLOXY)-1-(2-CYANOETHYL)-1H-INDOLE-6-CARBOXYLIC ACID
• 1-TERT-BUTYL 6-METHYL 3-FORMYL-1H-INDOLE-1,6-DICARBOXYLATE
• KY 234
• 1-(2-CARBAMOYLETHYL)-6-INDOLECARBOXYLIC ACID
• 1-ACETYL-4-HYDROXY-6-INDOLE CARBOXYLIC ACID ETHYL ESTER
• 9-METHYL-9 H-CARBAZOLE-2-CARBALDEHYDE
• N-ACETYL-4-ACETOXYL-6-ETHYLINDOLE CARBOXYLATE