6-Quinolin-4-YL-nicotinic acid

Base Information

• Chemical Name: 6-Quinolin-4-YL-nicotinic acid
• CAS No.: 908297-79-0
• Molecular Formula: C₁₇H₁₃NO₂
• Molecular Weight: 263.296
• DSSTox Substance ID: DTXSID90697862
• Wikidata: Q82627887
• Mol file: 908297-79-0.mol

Synonyms:908297-79-0;6-QUINOLIN-4-YL-NICOTINIC ACID;1,3-BIS(5-CARBOXYPYRIDIN-2-YL)BENZENE;SCHEMBL503140;DTXSID90697862;6,6'-(1,3-Phenylene)di(pyridine-3-carboxylic acid)

Chemical Property of 6-Quinolin-4-YL-nicotinic acid

Chemical Property:

• PSA: 100.38000
• LogP: 3.20700
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 320.07970687
• Heavy Atom Count: 24
• Complexity: 430

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C2=NC=C(C=C2)C(=O)O)C3=NC=C(C=C3)C(=O)O

Technology Process of 6-Quinolin-4-YL-nicotinic acid

There total 4 articles about 6-Quinolin-4-YL-nicotinic acid 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: 73.0%

6-Chloronicotinic acid methyl ester (73781-91-6) + 1-Bromonaphthalene (90-11-9) → 6-naphthalen-1-yl-nicotinic acid methyl ester (908297-79-0)

Guidance literature:

1-Bromonaphthalene; With magnesium; In tetrahydrofuran;

With zinc dibromide; In tetrahydrofuran;

6-Chloronicotinic acid methyl ester; With dmap; phosphonic acid diethyl ester; nickel dichloride; In tetrahydrofuran; at 25 ℃; for 23h;

DOI:10.1016/j.tet.2006.03.123

Reference yield: 73.0%

→ 6-naphthalen-1-yl-nicotinic acid methyl ester (908297-79-0)

Guidance literature:

Reference yield: 50.0%

di-tert-butyl 6-(naphthalen-1-yl) pyridine-1,3(6H)-dicarboxylate → 6-naphthalen-1-yl-nicotinic acid methyl ester (908297-79-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 0 - 20 ℃; for 16h;

DOI:10.1002/anie.201813716

upstream raw materials:

6-Chloronicotinic acid methyl ester

1-Bromonaphthalene

1-Iodonaphthalene

Refernces

• 1、 -. "Nickel or Iron Catalysed Carbon-Carbon Coupling Reaction of Arylenes, Alkenes and Alkines". Page/Page column 12. . Retrieved 2010/08/07.