4-(Methoxycarbonyl)picolinic acid

Base Information

• Chemical Name: 4-(Methoxycarbonyl)picolinic acid
• CAS No.: 24195-03-7
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 2933399090
• European Community (EC) Number: 842-339-4
• DSSTox Substance ID: DTXSID40538019
• Wikidata: Q82413222
• Mol file: 24195-03-7.mol

Synonyms:4-(Methoxycarbonyl)picolinic acid;24195-03-7;4-(methoxycarbonyl)pyridine-2-carboxylic acid;4-methoxycarbonylpyridine-2-carboxylic acid;2,4-Pyridinecarboxylic acid, 4-methyl ester;MFCD01927895;Pyridine-2,4-dicarboxylic acid 4-methyl ester;SCHEMBL475565;4-(Methoxycarbonyl)picolinicacid;DTXSID40538019;AWYZUHWYUSSDAI-UHFFFAOYSA-N;BCP15406;AKOS006279357;SB52256;AC-14315;DS-18347;SY117236;2,4-Pyridinecarboxylic acid,4-methyl ester;2,4-Pyridinecarboxylic acid-4-methyl ester;4-Methoxycarbonyl-pyridine-2-carboxylic acid;CS-0040828;3-BROMO-4-CHLOROPENTAFLUOROBUTYRICACID;4-methoxy-carbonyl pyridine-2-carboxylic acid;C74239;EN300-254835;A852133;J-015389;Z1198159155

Chemical Property of 4-(Methoxycarbonyl)picolinic acid

Chemical Property:

• Vapor Pressure: 5.03E-06mmHg at 25°C
• Melting Point: 153-154 °C
• Refractive Index: 1.56
• Boiling Point: 366.8 °C at 760 mmHg
• PKA: 3.27±0.10(Predicted)
• Flash Point: 175.6 °C
• PSA: 76.49000
• Density: 1.361 g/cm³
• LogP: 0.56640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

4-(Methoxycarbonyl)picolinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(Methoxycarbonyl)picolinic acid

There total 3 articles about 4-(Methoxycarbonyl)picolinic 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: 28.0%

pyridine-2,4-dicarboxylic acid dimethyl ester (25658-36-0) → pyridine-2,4-dicarboxylic acid 4-monomethyl ester (24195-03-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 25 ℃; for 10h;

DOI:10.1002/asia.201800729

Reference yield:

pyridine-2,4-dicarboxylic acid (499-80-9) → pyridine-2,4-dicarboxylic acid 4-monomethyl ester (24195-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 10 h / 65 °C

2: sodium hydroxide; water / methanol / 10 h / 25 °C

With thionyl chloride; water; sodium hydroxide; In methanol;

DOI:10.1002/asia.201800729

Reference yield:

→ pyridine-2,4-dicarboxylic acid 4-monomethyl ester (24195-03-7)

Guidance literature:

entspr. Diester (part. Hydrolyse) (S.37);

upstream raw materials:

pyridine-2,4-dicarboxylic acid dimethyl ester

pyridine-2,4-dicarboxylic acid

Downstream raw materials:

methyl 2-(chlorocarbonyl)isonicotinate

Refernces

• 1、 Das, Mohua,Yang, Tianming,Dong, Jinghua,Prasetya, Fransisca,Xie, Yiming,Wong, Kendra H. Q.,Cheong, Adeline,Woon, Esther C. Y.. "Multiprotein Dynamic Combinatorial Chemistry: A Strategy for the Simultaneous Discovery of Subfamily-Selective Inhibitors for Nucleic Acid Demethylases FTO and ALKBH3". supporting information. p. 2854 - 2867. Retrieved 2018/09/25.
• 2、 -. "N2-PYRAZOLOSPIROKETONE ACETYL-COA CARBOXYLASE INHIBITORS". Page/Page column 41. . Retrieved 2011/06/16.