Methyl 4-ethyl-3-iodo-benzoate

Base Information

• Chemical Name: Methyl 4-ethyl-3-iodo-benzoate
• CAS No.: 51885-91-7
• Molecular Formula: C₁₀H₁₁IO₂
• Molecular Weight: 290.101
• Mol file: 51885-91-7.mol

Synonyms:methyl 4-ethyl-3-iodobenzoate

Chemical Property of Methyl 4-ethyl-3-iodo-benzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-Ethyl-iodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4-Ethyl-iodobenzoate is used in the preparation of DDR1 (Discoidin Domain Receptor 1) inhibitors. Inhibitor in the proliferation of cancer cells exhibiting high levels of DDR1. Also used in the synthesis of GZD824, an inhibitor used in the treatment of chronic myelogenous leukemia. Methyl 4-Ethyl-iodobenzoate is used in the preparation of DDR1 (Discoidin Domain Receptor 1) inhibitors. Inhibitor in the proliferation of cancer cells exhibiting high levels of DDR1. Also used in the synthesis of GZD824, an inhibitor used in the treatment of chronic myelogenous leukemia.

Technology Process of Methyl 4-ethyl-3-iodo-benzoate

There total 2 articles about Methyl 4-ethyl-3-iodo-benzoate 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: 70.0%

3-amino-4-ethylbenzoic acid methyl ester (24812-93-9) → methyl 4-ethyl-3-iodobenzoate (51885-91-7)

Guidance literature:

3-amino-4-ethylbenzoic acid methyl ester; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 2h;

With potassium iodide; In water; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.8b01045

Reference yield:

4-ethyl-3-nitro-benzoic acid methyl ester (51885-79-1) → methyl 4-ethyl-3-iodobenzoate (51885-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney-Ni / ethanol

With hydrogen; nickel; In ethanol;

DOI:10.1139/v74-093

Reference yield: 85.0%

methyl 4-ethyl-3-iodobenzoate (51885-91-7) + trimethylsilylacetylene (1066-54-2) → methyl 4-ethyl-3-((trimethylsilyl)ethynyl)benzoate (1429617-93-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In ethyl acetate; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm301824k

upstream raw materials:

3-amino-4-ethylbenzoic acid methyl ester

4-ethyl-3-nitro-benzoic acid methyl ester

Downstream raw materials:

3-iodo-4-ethyl-benzoic acid

4-Ethyl-3-d-benzoic acid

C₃₀H₂₉F₃N₆O

4-ethyl-3-iodo-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide