Methyl 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylate

Base Information

• Chemical Name: Methyl 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylate
• CAS No.: 511230-72-1
• Molecular Formula: C11H12BrNO2
• Molecular Weight: 270.12
• Hs Code.: 2933499090
• European Community (EC) Number: 672-415-0
• DSSTox Substance ID: DTXSID00373761
• Mol file: 511230-72-1.mol

Synonyms:511230-72-1;methyl 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylate;6-Bromo-1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester;6-Bromo-1,2,3,4-tetrahydro-quinoline-2-carboxylicacid methyl ester;6-Bromo-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid methyl ester;SCHEMBL3893061;DTXSID00373761;AUAAQBWEOAMYGG-UHFFFAOYSA-N;AMY28974;6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester;MFCD03426372;AKOS015912650;AB14854;AS-37147;CS-0099700;FT-0644771;EN300-363074;6-BROMO-2-METHOXYCARBONYL-1,2,3,4-TETRAHYDROQUINOLINE;790226-38-9;6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property of Methyl 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.11E-05mmHg at 25°C
• Refractive Index: 1.562
• Boiling Point: 361.1 °C at 760 mmHg
• Flash Point: 172.2 °C
• PSA: 38.33000
• Density: 1.451 g/cm³
• LogP: 2.48680
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 269.00514
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLICACIDMETHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC2=C(N1)C=CC(=C2)Br

Technology Process of Methyl 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylate

There total 11 articles about Methyl 6-bromo-1,2,3,4-tetrahydroquinoline-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: 98.0%

methyl 6-bromo-2-quinolinecarboxylate (623583-88-0) → 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester (511230-72-1)

Guidance literature:

With tris(pentafluorophenyl)borate; hydrogen; In toluene; at 50 ℃; for 4h; under 30402 Torr; Autoclave; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.02.057

Reference yield: 96.2%

methanol (67-56-1) + 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid → 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester (511230-72-1)

Guidance literature:

With thionyl chloride; at 0 ℃; for 6.5h; Reflux;

Reference yield: 89.2%

1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester (63430-79-5) → 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester (511230-72-1)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2020.115953

upstream raw materials:

1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester

quinoline-2-carboxylic acid

quinoline-2-carboxylic acid methyl ester

N-acetyl-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester

Downstream raw materials:

methyl 6-bromo-2-quinolinecarboxylate

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