5-(Methoxycarbonyl)-1H-indole-2-carboxylicacid

Base Information

• Chemical Name: 5-(Methoxycarbonyl)-1H-indole-2-carboxylicacid
• CAS No.: 681288-76-6
• Molecular Formula: C11H9NO4
• Molecular Weight: 219.19300
• Hs Code.: 2933990090
• Mol file: 681288-76-6.mol

Synonyms:

Chemical Property of 5-(Methoxycarbonyl)-1H-indole-2-carboxylicacid

Chemical Property:

• Boiling Point: 471.9±25.0 °C(Predicted)
• PKA: 4.26±0.30(Predicted)
• PSA: 79.39000
• Density: 1.439±0.06 g/cm3(Predicted)
• LogP: 1.65270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-(Methoxycarbonyl)-1H-indole-2-carboxylic acid AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(Methoxycarbonyl)-1H-indole-2-carboxylicacid

There total 3 articles about 5-(Methoxycarbonyl)-1H-indole-2-carboxylicacid 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: 91.0%

benzyl 5-methoxycarbonyl-indole-2-carboxylate (796871-00-6) → 5-(methoxycarbonyl)-1H-indole-2-carboxylic acid (681288-76-6)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; at 25 ℃; for 1h; under 750.075 Torr;

Reference yield: 86.0%

4-amino-3-iodobenzoic acid methyl ester (19718-49-1) + 2-oxo-propionic acid (127-17-3) → 5-(methoxycarbonyl)-1H-indole-2-carboxylic acid (681288-76-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 10h; under 760.051 Torr; Inert atmosphere;

Reference yield:

4-methoxycarbonyl aniline (619-45-4) → 5-(methoxycarbonyl)-1H-indole-2-carboxylic acid (681288-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; silver sulfate / ethanol / 25 °C / Darkness

2: 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / N,N-dimethyl-formamide / 4 h / 105 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; iodine; palladium diacetate; silver sulfate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.03.078

upstream raw materials:

4-amino-3-iodobenzoic acid methyl ester

2-oxo-propionic acid

benzyl 5-methoxycarbonyl-indole-2-carboxylate

4-methoxycarbonyl aniline

Downstream raw materials:

C₃₁H₂₆ClN₃O₆

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