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Ethyl 2-aminoindole-3-carboxylate

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Ethyl 2-aminoindole-3-carboxylate Basic information
Product Name:Ethyl 2-aminoindole-3-carboxylate
Synonyms:2-AMINOINDOLE-3-CARBOXYLIC ACID, ETHYL ESTER;ethyl 2-aminoindoline-3-carboxylate;2-AMINOINDOLE-3-CARBOXYLIC ETHYL ESTER;1H-Indole-3-carboxylicacid,2-amino-,ethylester(9CI);1H-Indole-3-carboxylicacid, 2-amino-, ethyl ester;2-amino-2,3-dihydro-1H-indole-3-carboxylic acid ethyl ester;ETHYL 2-AMINOINDOLE-3-CARBOXYLATE USP/EP/BP;2-amino-, ethyl ester
CAS:6433-72-3
MF:C11H12N2O2
MW:204.23
EINECS:
Product Categories:AMINOACID;Indole Derivatives
Mol File:6433-72-3.mol
Ethyl 2-aminoindole-3-carboxylate Structure
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
pka17.31±0.30(Predicted)
color Off-White to Brown
Safety Information
MSDS Information
Ethyl 2-aminoindole-3-carboxylate Usage And Synthesis
Chemical PropertiesOff-White Crystalline Solid
UsesEthyl 2-Aminoindole-3-carboxylate (cas# 6433-72-3) is a compound useful in organic synthesis.
Synthesis
ETHYL 2-CYANO-2-(2-NITROPHENYL)ACETATE

65548-02-9

ETHYL 2-AMINOINDOLE-3-CARBOXYLATE

6433-72-3

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 Preparation Products And Raw materials
Raw materialsEthyl 2-cyano-2-(2-nitrophenyl)acetate
Tag:Ethyl 2-aminoindole-3-carboxylate(6433-72-3) Related Product Information
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