2-(Methoxycarbonyl)isonicotinic acid

Base Information

• Chemical Name: 2-(Methoxycarbonyl)isonicotinic acid
• CAS No.: 24195-10-6
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.14500
• Hs Code.: 2933399090
• European Community (EC) Number: 829-885-9
• DSSTox Substance ID: DTXSID00595941
• Wikidata: Q82491053
• Mol file: 24195-10-6.mol

Synonyms:2-(METHOXYCARBONYL)ISONICOTINIC ACID;24195-10-6;2-(methoxycarbonyl)pyridine-4-carboxylic acid;2,4-Pyridinedicarboxylic acid, 2-Methyl ester;2-methoxycarbonylpyridine-4-carboxylic acid;MFCD00661398;SCHEMBL2716237;DTXSID00595941;2-Methoxycarbonylisonicotinic acid;MAFJOMAYYKSZOS-UHFFFAOYSA-N;BCP15432;AKOS016009069;CS-W021441;SB52790;BS-13878;SY117302;2-(METHOXYCARBONYL)ISONICOTINICACID;EN300-100069;O10527;A852105;Z1255450491

Chemical Property of 2-(Methoxycarbonyl)isonicotinic acid

Chemical Property:

• Melting Point: 244-246 °C(Solv: water (7732-18-5))
• Boiling Point: 440.6±30.0 °C(Predicted)
• PKA: 3.00±0.10(Predicted)
• PSA: 76.49000
• Density: 1.361±0.06 g/cm3(Predicted)
• 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:

98%,99%, ^*data from raw suppliers

2-(Methoxycarbonyl)isonicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Methoxycarbonyl)isonicotinic acid

There total 5 articles about 2-(Methoxycarbonyl)isonicotinic 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: 27.0%

pyridine-2,4-dicarboxylic acid dimethyl ester (25658-36-0) → pyridine-2,4-dicarboxylic acid 2-methyl ester (24195-10-6)

Guidance literature:

With potassium hydroxide; In methanol; at 0 ℃; for 2h;

DOI:10.1021/ja028204y

Reference yield:

methanol (67-56-1) + pyridine-2,4-dicarboxylic acid (499-80-9) → pyridine-2,4-dicarboxylic acid 2-methyl ester (24195-10-6)

Guidance literature:

pyridine-2,4-dicarboxylic acid; With sulfuric acid; In methanol; for 1.16667h; Heating / reflux;

at 5 ℃; for 3h; Cooling with ice water;

methanol; Heating;

Reference yield:

methanol (67-56-1) + pyridine-2,4-dicarboxylic acid (499-80-9) → pyridine-2,4-dicarboxylic acid dimethyl ester (25658-36-0) + pyridine-2,4-dicarboxylic acid 2-methyl ester (24195-10-6)

Guidance literature:

With hydrogenchloride; at 50 ℃; for 8h; Inert atmosphere;

upstream raw materials:

pyridine-2,4-dicarboxylic acid dimethyl ester

pyridine-2,4-dicarboxylic acid

methanol

Downstream raw materials:

2-carbamoylpyridine-4-carboxylic acid

4-carbamoylpyridine-2-carboxylic acid

4-[(tert-butoxy)carbonyl]pyridine-2-carboxylic acid

methyl 4-chlorocarbonylpyridine-2-carboxylate

Refernces

• 1、 -. "DOPAMINE D3 RECEPTOR ANTAGONISTS COMPOUNDS". Page/Page column 123. . Retrieved 2016/05/19.
• 2、 -. "Cyanophenyl derivative". Page column 16. . Retrieved 2010/11/30.