ETHYL 2-AMINOINDOLE-3-CARBOXYLATE Chemical Properties

Melting point:

178-180°C

Boiling point:

400.1±25.0 °C(Predicted)

Density 

1.288±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Benzene, DMSO, Methanol

form 

Solid

pka

17.31±0.30(Predicted)

color 

Off-White to Brown

ETHYL 2-AMINOINDOLE-3-CARBOXYLATE Usage And Synthesis

Chemical Properties

Off-White Crystalline Solid

Uses

Ethyl 2-Aminoindole-3-carboxylate (cas# 6433-72-3) is a compound useful in organic synthesis.

Synthesis

Step 2. Synthesis of ethyl 2-amino-1H-indole-3-carboxylate [Formula 12-3]: Ethyl 2-cyano-2-(2-nitrophenyl)acetate [Formula 12-2] (16 g, 68.315 mmol) was dissolved in acetic acid (200 mL), and zinc powder (17.86 g, 273.25 mmol) was added, and the reaction was stirred for 24 hr at 65 °C. Upon completion of the reaction, the zinc powder was removed by diatomaceous earth filtration and the acetic acid was removed by distillation under reduced pressure to give a solid product. The resulting solid was dissolved in excess dichloromethane and subsequently crystallized by addition of hexane to give ethyl 2-aminoindole-3-carboxylate (6 g, 44% yield).

References

[1] Chinese Journal of Chemistry, 2013, vol. 31, # 2, p. 263 - 266
[2] Patent: WO2013/62344, 2013, A1. Location in patent: Page/Page column 28; 99
[3] Patent: US2014/315889, 2014, A1. Location in patent: Paragraph 0472-0474
[4] Tetrahedron Letters, 2006, vol. 47, # 2, p. 159 - 162
[5] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 20, p. 6123 - 6133,11

ETHYL 2-AMINOINDOLE-3-CARBOXYLATE(6433-72-3)Related Product Information

• 1H-Indole-3-carboxylicacid,2-amino-,methylester(9CI)
• 2-AMINO-5-TRIFLUOROMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER
• ETHYL 2-AMINOINDOLE-3-CARBOXYLATE
• AKOS BB-9260