Ethyl 4-broMoquinoline-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-broMoquinoline-2-carboxylate
• CAS No.: 476471-37-1
• Molecular Formula: C₁₂H₁₀BrNO₂
• Molecular Weight: 280.121
• Mol file: 476471-37-1.mol

Synonyms:

Chemical Property of Ethyl 4-broMoquinoline-2-carboxylate

Chemical Property:

• Melting Point: 91-92 °C
• Boiling Point: 382.2±22.0 °C(Predicted)
• PKA: 0.37±0.50(Predicted)
• Density: 1.495±0.06 g/cm3(Predicted)

Purity/Quality:

Ethyl4-bromoquinoline-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 4-broMoquinoline-2-carboxylate

There total 4 articles about Ethyl 4-broMoquinoline-2-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: 99.0%

ethyl 4-hydroxyquinoline-2-carboxylate (24782-43-2) → ethyl 4-bromo-quinoline-2-carboxylate (476471-37-1)

Guidance literature:

With potassium carbonate; phosphorus(V) oxybromide; In acetonitrile; at 92 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.12.061

Reference yield:

ethyl 4-hydroxyquinoline-2-carboxylate (2401-97-0) → ethyl 4-bromo-quinoline-2-carboxylate (476471-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: polyphosphoric acid / 1 h / 120 °C / Inert atmosphere

2: phosphorus(V) oxybromide; potassium carbonate / acetonitrile / 2 h / Inert atmosphere; Reflux

With potassium carbonate; phosphorus(V) oxybromide; In acetonitrile;

DOI:10.1039/c3md00249g

Reference yield:

aniline (62-53-3) → ethyl 4-bromo-quinoline-2-carboxylate (476471-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / cyclohexane / 48 h / Inert atmosphere; Reflux; Dean-Stark

2: polyphosphoric acid / 1 h / 120 °C / Inert atmosphere

3: phosphorus(V) oxybromide; potassium carbonate / acetonitrile / 2 h / Inert atmosphere; Reflux

With potassium carbonate; toluene-4-sulfonic acid; phosphorus(V) oxybromide; In cyclohexane; acetonitrile;

DOI:10.1039/c3md00249g

upstream raw materials:

ethyl 4-hydroxyquinoline-2-carboxylate

ethyl 4-hydroxyquinoline-2-carboxylate

aniline

diethyl oxaloacetate

Downstream raw materials:

4-{[4-cyano-4-(pyridin-4-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

Refernces

• 1、 -. "N-LINKED QUINOLINEAMIDE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS". Paragraph 0115. . Retrieved 2016/11/17.
• 2、 Blair, Adele,Stevenson, Louise,Dewar, Deborah,Pimlott, Sally L.,Sutherland, Andrew. "Structure-activity relationships of novel iodinated quinoline-2- carboxamides for targeting the translocator protein". supporting information. p. 1461 - 1466. Retrieved 2013/11/19.