Methyl 1H-indole-7-carboxylate Chemical Properties

Melting point:

47-48°C

Boiling point:

331.7±15.0 °C(Predicted)

Density 

1.253±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

15.42±0.30(Predicted)

color 

White to Off-White

InChI

InChI=1S/C10H9NO2/c1-13-10(12)8-4-2-3-7-5-6-11-9(7)8/h2-6,11H,1H3

InChIKey

FTLOEULOTNVCGF-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2C(OC)=O)C=C1

CAS DataBase Reference

93247-78-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-37/39

WGK Germany 

WGK 3 highly water endangering

HS Code 

2933 99 80

HazardClass 

IRRITANT

Methyl 1H-indole-7-carboxylate Usage And Synthesis

Uses

Methyl Indole-7-carboxylate is useful for the preparation of inhibitors of CD38, which are useful in the treatment of cancer.

Synthesis

To a solution of 1H-indole-7-carboxylic acid (20 g, 124 mmol, 1.0 eq.) in methanol (700 ml) was slowly added concentrated sulfuric acid (1.2 g, 12 mmol, 0.1 eq.), the temperature of the reaction system was maintained at 0 °C and stirring was continued. The reaction mixture was heated to reflux and maintained for 20 hours. After completion of the reaction, methanol was evaporated under reduced pressure using a rotary evaporator. The residue was dissolved in ethyl acetate and the organic phase was washed sequentially with saturated sodium carbonate solution and brine. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure to give Intermediate 1 (16.3 g, 75% yield) as a yellow solid.

References

[1] Patent: WO2013/4709, 2013, A1. Location in patent: Page/Page column 51

Methyl 1H-indole-7-carboxylate(93247-78-0)Related Product Information

• Indole-7-carboxylic acid ethyl ester
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• Basic Violet 1
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• Acetonitrile
• RESMETHRIN
• Indole
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• Methanol
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• 3-formyl-1H-Indole-4-carboxylic acid methyl ester
• Ethyl 1H-indole-4-carboxylate
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• INDOLIZINE-2-CARBOXYLIC ACID
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