Methyl 4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate

Base Information

• Chemical Name: Methyl 4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate
• CAS No.: 587886-19-9
• Molecular Formula: C12H7BrF3NO2
• Molecular Weight: 348.11500
• DSSTox Substance ID: DTXSID60454045
• Wikidata: Q82275371
• Mol file: 587886-19-9.mol

Synonyms:Methyl 4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate;587886-19-9;DTXSID60454045;AKOS022174671;SB72762;Methyl4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate

Chemical Property of Methyl 4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 336.03oC at 760 mmHg
• Flash Point: 157.026oC
• PSA: 39.19000
• Density: 1.635g/cm3
• LogP: 4.19280
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 332.96123
• Heavy Atom Count: 19
• Complexity: 350

Purity/Quality:

98.5% ^*data from raw suppliers

Methyl4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C2=CC=CC=C2N=C1C(F)(F)F)Br

Technology Process of Methyl 4-bromo-2-(trifluoromethyl)quinoline-3-carboxylate

There total 4 articles about Methyl 4-bromo-2-(trifluoromethyl)quinoline-3-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: 95.0%

4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid (587886-11-1) + methyl iodide (74-88-4) → 4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid methyl ester (587886-19-9)

Guidance literature:

With potassium carbonate; In acetone; at 25 ℃; for 6h;

DOI:10.1002/ejoc.200390217

Reference yield:

2‐(trifluoromethyl)quinolin‐4(1H)‐one (83842-55-1) → 4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid methyl ester (587886-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / phosphorus oxybromide / 2 h / 150 °C

2: 88 percent / butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -75 °C

3: 95 percent / potassium carbonate / acetone / 6 h / 25 °C

With n-butyllithium; potassium carbonate; diisopropylamine; phosphorus(V) oxybromide; In tetrahydrofuran; hexane; acetone;

DOI:10.1002/ejoc.200390217

Reference yield:

aniline (62-53-3) → 4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid methyl ester (587886-19-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 51 percent / polyphosphoric acid / 2 h / 150 °C

2: 88 percent / phosphorus oxybromide / 2 h / 150 °C

3: 88 percent / butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -75 °C

4: 95 percent / potassium carbonate / acetone / 6 h / 25 °C

With n-butyllithium; PPA; potassium carbonate; diisopropylamine; phosphorus(V) oxybromide; In tetrahydrofuran; hexane; acetone;

DOI:10.1002/ejoc.200390217

upstream raw materials:

4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid

methyl iodide

2‐(trifluoromethyl)quinolin‐4(1H)‐one

aniline

Downstream raw materials:

2-trifluoromethyl-3-quinolinecarboxylic acid