1H-Indole-3-carboxylicacid,5-amino-,methylester(9CI)

Base Information

• Chemical Name: 1H-Indole-3-carboxylicacid,5-amino-,methylester(9CI)
• CAS No.: 686747-19-3
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• Mol file: 686747-19-3.mol

Synonyms:1H-Indole-3-carboxylicacid,5-amino-,methylester(9CI)

Chemical Property of 1H-Indole-3-carboxylicacid,5-amino-,methylester(9CI)

Chemical Property:

• PSA: 68.11000
• LogP: 2.11790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl5-amino-1H-indole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-3-carboxylicacid,5-amino-,methylester(9CI)

There total 4 articles about 1H-Indole-3-carboxylicacid,5-amino-,methylester(9CI) 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: 99.0%

methyl 5-nitro-1H-indole-3-carboxylate (686747-51-3) → methyl 5-amino-1H-indole-3-carboxylate (686747-19-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; for 2h; under 760.051 Torr;

DOI:10.1021/jm301097p

Reference yield:

5-nitro-1H-indole-3-carboxylic acid (6958-37-8) → methyl 5-amino-1H-indole-3-carboxylate (686747-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 6 h / Reflux

2: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / 760.05 Torr

With sulfuric acid; 5%-palladium/activated carbon; hydrogen; In ethanol;

DOI:10.1021/jm301097p

Reference yield:

5-nitroindole (6146-52-7) → methyl 5-amino-1H-indole-3-carboxylate (686747-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride / diethyl ether / 0 - 20 °C / Inert atmosphere

1.2: 2 h / Reflux; Inert atmosphere

2.1: dihydrogen peroxide / water / 4 h / Reflux

3.1: sulfuric acid / 6 h / Reflux

4.1: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / 760.05 Torr

With oxalyl dichloride; sulfuric acid; 5%-palladium/activated carbon; hydrogen; dihydrogen peroxide; In diethyl ether; ethanol; water;

DOI:10.1021/jm301097p

upstream raw materials:

methyl 5-nitro-1H-indole-3-carboxylate

5-nitro-1H-indole-3-carboxylic acid

5-nitroindole

5-nitro-1H-indole-3-carbonyl chloride

Downstream raw materials:

5-(3-chloro-2-methylbenzenesulphonamido)-1H-indole-3-carboxylic acid methyl ester

C₁₉H₁₈N₄O₄

C₂₀H₂₀N₄O₄

C₂₀H₂₀N₄O₅

Refernces

• 1、 -. "INHIBITORS OF 11-BETA-HYDROXY STEROID DEHYDROGENASE TYPE 1 AND TYPE 2". Page/Page column 111; 112. . Retrieved 2010/02/06.