4-(4-(Carboxypyridin-3-yl)benzoic acid

Base Information

• Chemical Name: 4-(4-(Carboxypyridin-3-yl)benzoic acid
• CAS No.: 199678-10-9
• Molecular Formula: C13H9NO4
• Molecular Weight: 213.236
• Mol file: 199678-10-9.mol

Synonyms:4-(4-(Carboxypyridin-3-yl)benzoic acid;4-(4-(Methoxycarbonyl)pyridin-3-yl)benzoic acid;4-(4-Carbamoylpyridin-3-yl)benzoic acid;4-(4-Methylpyridin-3-yl)benzoic acid;4-(5-(Methoxycarbonyl)pyridin-3-yl)benzoic acid;4-(5-Carbamoylpyridin-3-yl)benzoic acid;4-(5-Carboxypyridin-3-yl)ben;4-(6-(Methoxycarbonyl)pyridin-3-yl)benzoic acid

Chemical Property of 4-(4-(Carboxypyridin-3-yl)benzoic acid

Chemical Property:

• PSA: 93.28000
• LogP: 2.24600

Purity/Quality:

99%min ^*data from raw suppliers

4-(4-Methylpyridin-3-yl)benzoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4-(Carboxypyridin-3-yl)benzoic acid

There total 5 articles about 4-(4-(Carboxypyridin-3-yl)benzoic 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:

5-bromo-2-methylpyridine (3430-13-5) + 4-carboxyphenylboronic acid (14047-29-1) → 4-(6-methylpyridin-3-yl)benzoic acid (199678-10-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In water; acetonitrile; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.07.015

Reference yield:

4-methylphenylboronic acid (5720-05-8) → 4-(6-methylpyridin-3-yl)benzoic acid (199678-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium permanganate; sodium hydroxide; tetrabutylammomium bromide / water / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; acetonitrile / 48 h / 90 °C / Inert atmosphere

With potassium permanganate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; caesium carbonate; sodium hydroxide; In water; acetonitrile; 2: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2015.07.015

Reference yield:

para-bromotoluene (106-38-7) → 4-(6-methylpyridin-3-yl)benzoic acid (199678-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; magnesium / tetrahydrofuran / 5 h / Inert atmosphere; Reflux

1.2: 20 °C / Inert atmosphere; Cooling

1.3: 1 h / 20 °C

2.1: potassium permanganate; sodium hydroxide; tetrabutylammomium bromide / water / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; acetonitrile / 48 h / 90 °C / Inert atmosphere

With potassium permanganate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; iodine; caesium carbonate; magnesium; sodium hydroxide; In tetrahydrofuran; water; acetonitrile; 1.1: |Grignard Reaction / 3.1: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2015.07.015

upstream raw materials:

para-bromotoluene

4-methylphenylboronic acid

5-bromo-2-methylpyridine

4-carboxyphenylboronic acid

Refernces

• 1、 Dong, Jinyun,Pan, Xiaoyan,Wang, Jinfeng,Su, Ping,Zhang, Lin,Wei, Fen,Zhang, Jie. "Synthesis and biological evaluation of novel aromatic-heterocyclic biphenyls as potent anti-leukemia agents". . p. 780 - 789. Retrieved 2015/08/06.