4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester

Base Information

• Chemical Name: 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester
• CAS No.: 1262659-64-2
• Molecular Formula: C₁₅H₁₃NO₄
• Molecular Weight: 271.273
• Mol file: 1262659-64-2.mol

Synonyms:4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester

Chemical Property of 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester

There total 3 articles about 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester 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: 51.0%

4-pyridin-2-yl-benzoic acid methyl ester (98061-21-3) + carbon dioxide (124-38-9,18923-20-1) + methoxydimethylaluminium (6063-88-3) + diazomethyl-trimethyl-silane (18107-18-1) → 2-(4-methoxycarbonyl-2-methylphenyl)pyridine (1012310-85-8) + 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester (1262659-64-2)

Guidance literature:

4-pyridin-2-yl-benzoic acid methyl ester; carbon dioxide; methoxydimethylaluminium; With chlorobis(cyclooctene)rhodium(I) dimer; tricyclohexylphosphine; In methanol; N,N-dimethyl acetamide; at 70 ℃; for 8h; under 760.051 Torr; Inert atmosphere;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; at 0 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja109097z

Reference yield:

4-methoxycarbonylphenylboronic acid (99768-12-4) → 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester (1262659-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 12 h / Inert atmosphere; Reflux

2.1: chlorobis(cyclooctene)rhodium(I) dimer; tricyclohexylphosphine / methanol; N,N-dimethyl acetamide / 8 h / 70 °C / 760.05 Torr / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; chlorobis(cyclooctene)rhodium(I) dimer; sodium carbonate; tricyclohexylphosphine; In methanol; ethanol; N,N-dimethyl acetamide; water; toluene;

DOI:10.1021/ja109097z

Reference yield:

2-bromo-pyridine (109-04-6) → 4-(pyridin-2-yl)-1,3-benzenedicarboxylic acid-1,3-dimethyl ester (1262659-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 12 h / Inert atmosphere; Reflux

2.1: chlorobis(cyclooctene)rhodium(I) dimer; tricyclohexylphosphine / methanol; N,N-dimethyl acetamide / 8 h / 70 °C / 760.05 Torr / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; chlorobis(cyclooctene)rhodium(I) dimer; sodium carbonate; tricyclohexylphosphine; In methanol; ethanol; N,N-dimethyl acetamide; water; toluene;

DOI:10.1021/ja109097z

upstream raw materials:

2-bromo-pyridine

4-pyridin-2-yl-benzoic acid methyl ester

carbon dioxide

methoxydimethylaluminium