Ethyl 2-amino-1-hydroxy-1H-indole-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-1-hydroxy-1H-indole-3-carboxylate
• CAS No.: 65547-91-3
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.22500
• DSSTox Substance ID: DTXSID20495196
• Nikkaji Number: J576.784I
• Wikidata: Q82343163
• Mol file: 65547-91-3.mol

Synonyms:Ethyl 2-amino-1-hydroxy-1H-indole-3-carboxylate;65547-91-3;ETHYL 2-AMINO-1-HYDROXYINDOLE-3-CARBOXYLATE;1H-Indole-3-carboxylic acid, 2-amino-1-hydroxy-, ethyl ester;DTXSID20495196;1H-Indole-3-carboxylic acid,2-amino-1-hydroxy-,ethyl ester;AMY10150;MFCD30342459;AKOS027461098;DS-19203;CS-0162532;C76055;Ethyl2-amino-1-hydroxy-1H-indole-3-carboxylate;A918302

Chemical Property of Ethyl 2-amino-1-hydroxy-1H-indole-3-carboxylate

Chemical Property:

• Melting Point: 175-176 °C
• Boiling Point: 449.0±48.0 °C(Predicted)
• PKA: 11.80±0.58(Predicted)
• PSA: 77.48000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 2.21870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 220.08479225
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-amino-1-hydroxy-1H-indole-3-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(C2=CC=CC=C21)O)N

Technology Process of Ethyl 2-amino-1-hydroxy-1H-indole-3-carboxylate

There total 2 articles about Ethyl 2-amino-1-hydroxy-1H-indole-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

(+/-)-ethyl cyano(2-nitrophenyl)acetate (65548-02-9) → 2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester (65547-91-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; palladium on activated charcoal; In acetic acid; ethyl acetate; at 20 ℃; for 3h; under 760 Torr;

DOI:10.1016/j.tetlet.2005.10.165

Reference yield:

→ 2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester (65547-91-3)

Guidance literature:

2-Nitrophenyl-cyanessigester, Zn;

DOI:10.1002/jhet.5570140704

Reference yield: 100.0%

p-Methoxybenzyl bromide (2746-25-0) + 2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester (65547-91-3) → ethyl 2-amino-1-[(4-methoxybenzyl)oxy]-1H-indole-3-carboxylate

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2005.10.165

upstream raw materials:

(+/-)-ethyl cyano(2-nitrophenyl)acetate

Downstream raw materials:

2-amino-1H-indole-3-carboxylic acid ethyl ester