5-(Methoxycarbonyl)pyridine-2-carboxylic acid

Base Information

• Chemical Name: 5-(Methoxycarbonyl)pyridine-2-carboxylic acid
• CAS No.: 17874-79-2
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 29333990
• European Community (EC) Number: 672-842-2
• NSC Number: 236641
• DSSTox Substance ID: DTXSID50311057
• Nikkaji Number: J1.402.625H
• Wikidata: Q72489536
• ChEMBL ID: CHEMBL1567882
• Mol file: 17874-79-2.mol

Synonyms:17874-79-2;5-(Methoxycarbonyl)picolinic acid;5-(methoxycarbonyl)pyridine-2-carboxylic acid;5-(Methoxycarbonyl)-2-pyridinecarboxylic acid;5-Methoxycarbonylpyridine-2-carboxylic acid;pyridine-2,5-dicarboxylic acid 5-methyl ester;MFCD00179343;Maybridge3_005119;SCHEMBL64700;MLS000850699;5-(Methoxycarbonyl)picolinicacid;CHEMBL1567882;DTXSID50311057;HMS1445I15;HMS2795B16;5-(methoxycarbonyl)-picolinic acid;BBL103834;CCG-48587;CL0321;NSC236641;STL557644;AKOS005069628;CS-W004726;NSC 236641;NSC-236641;AC-27992;SMR000456716;SY019249;5-(Methoxycarbonyl)pyridine-2-carboxic acid;5-(Methoxycarbonyl)pyridine-2-carboxyic acid;AM20070252;FT-0619718;2,5-Pyridinedicarboxylic acid 5-methyl ester;EN300-29536;5-(Methoxycarbonyl)-2-pyridine carboxylic acid;pyridine-2,5-dicarboxylic acid-5-methyl ester;5-(Methoxycarbonyl)-2-pyridinecarboxylic acid #;pyri-dine-2,5-dicarboxylic acid 5-methyl ester;5-[(Methyloxy)carbonyl]-2-pyridinecarboxylic acid;A812394;11X-0066;SR-01000638119-1;W-206257;Z285045546

Chemical Property of 5-(Methoxycarbonyl)pyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.97E-05mmHg at 25°C
• Melting Point: 187 °C
• Boiling Point: 347.892 °C at 760 mmHg
• PKA: 3.21±0.10(Predicted)
• Flash Point: 164.2 °C
• PSA: 76.49000
• Density: 1.361 g/cm³
• LogP: 0.56640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly, Heated), DMSO (Slightly), Methanol (Slightly)
• 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

Pyridine-2,5-dicarboxylicacid5-methylester 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)C(=O)O
• Uses: Compound has been shown to have insulin mimetic properties.

Technology Process of 5-(Methoxycarbonyl)pyridine-2-carboxylic acid

There total 5 articles about 5-(Methoxycarbonyl)pyridine-2-carboxylic 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: 90.0%

dimethyl 2,5-pyridine dicarboxylate (881-86-7) → pyridine-2,5-dicarboxylic acid 5-methyl ester (17874-79-2)

Guidance literature:

With sodium hydroxide; In methanol; for 2.5h; Heating;

DOI:10.1016/j.tetlet.2004.12.045

Reference yield: 36.0%

→ pyridine-2,5-dicarboxylic acid 5-methyl ester (17874-79-2) + methyl 6-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]nicotinate (164793-28-6)

Guidance literature:

Reference yield:

Pyridine-2,5-dicarboxylic acid (100-26-5) → pyridine-2,5-dicarboxylic acid 5-methyl ester (17874-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / 2 h / Heating

2: aq. NaOH / 1 h / Heating

With sodium hydroxide; sulfuric acid;

DOI:10.1021/ja053432o

upstream raw materials:

dimethyl 2,5-pyridine dicarboxylate

Pyridine-2,5-dicarboxylic acid

S-adenosyl-L-methionine

Downstream raw materials:

6-chlorocarbonyl-nicotinic acid methyl ester

6-(methylcarbamoyl)pyridine-3-carboxylic acid

methyl 2-phenylaminocarbonylpyridine-5-carboxylate

6-(1,3-Bis(cyclohexylmethyl)-1,2,3,6-tetrahydro-2,6-dioxo-9H-purin-8-yl)nicotinic Acid

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