8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester
• CAS No.: 1421925-39-4
• Molecular Formula: C₂₁H₁₇NO₂
• Molecular Weight: 315.371
• Mol file: 1421925-39-4.mol

Synonyms:8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester

Chemical Property of 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester

There total 3 articles about 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester 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: 90.0%

methanol (67-56-1) + 8-ethyl-2-phenylethynyl-quinoline-3-carbaldehyde (1100051-02-2) → 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester (1421925-39-4)

Guidance literature:

With iodine; potassium carbonate; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2012.12.068

Reference yield:

phenylacetylene (536-74-3) → 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester (1421925-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium dichloride; triphenylphosphine; triethylamine / acetonitrile / 80 °C

2: iodine; potassium carbonate / 0.17 h / 20 °C

With iodine; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In acetonitrile; 1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.12.068

Reference yield:

2-chloro-8-ethyl-quinoline-3-carbaldehyde (335196-05-9) → 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester (1421925-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium dichloride; triphenylphosphine; triethylamine / acetonitrile / 80 °C

2: iodine; potassium carbonate / 0.17 h / 20 °C

With iodine; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In acetonitrile; 1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2012.12.068

upstream raw materials:

methanol

8-ethyl-2-phenylethynyl-quinoline-3-carbaldehyde

phenylacetylene

2-chloro-8-ethyl-quinoline-3-carbaldehyde

Downstream raw materials:

6-ethyl-3-phenyl-1H-pyrano[4,3-b]quinolin-1-one