Methyl 5-hydroxypyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-hydroxypyridine-2-carboxylate
• CAS No.: 30766-12-2
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID80405832
• Wikidata: Q72481581
• Mol file: 30766-12-2.mol

Synonyms:30766-12-2;methyl 5-hydroxypyridine-2-carboxylate;Methyl 5-hydroxypicolinate;5-Hydroxy-pyridine-2-carboxylic acid methyl ester;METHYL 5-HYDROXY-2-PYRIDINECARBOXYLATE;2-PYRIDINECARBOXYLIC ACID, 5-HYDROXY-, METHYL ESTER;MFCD05256426;methyl 5-hydroxypyridin-2-carboxylate;5-Hydroxypyridine-2-carboxylic acid methyl ester;SCHEMBL164488;AMY3705;DTXSID80405832;YYAYXDDHGPXWTA-UHFFFAOYSA-N;5-hydroxypicolinic acid methyl ester;BBL100352;STL554145;TD8012;5-hydroxy picolinic acid methyl ester;Methyl5-hydroxypyridine-2-carboxylate;AKOS001476426;methyl-5-hydroxy-2-pyridinecarboxylate;AS-5315;CS-W005963;DS-1589;HY-W005963;PB27686;AC-24316;SY021663;FT-0650322;EN300-316372;J-522488;5-HYDROXY-2-PYRIDINECARBOXYLIC ACID METHYL ESTER;5-hydroxy-pyridine-2-carboxylic acid methyl ester, AldrichCPR

Chemical Property of Methyl 5-hydroxypyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 3.95E-06mmHg at 25°C
• Melting Point: 193.5-195.5℃
• Refractive Index: 1.551
• Boiling Point: 374.2 °C at 760 mmHg
• PKA: 8.29±0.10(Predicted)
• Flash Point: 180.1 °C
• PSA: 59.42000
• Density: 1.287 g/cm³
• LogP: 0.57380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99.5% ^*data from raw suppliers

methyl 5-hydroxypyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-hydroxypyridine-2-carboxylate

There total 6 articles about Methyl 5-hydroxypyridine-2-carboxylate 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: 96.0%

methanol (67-56-1) + 5-hydroxypicolinic acid (15069-92-8) → methyl 5-hydroxypicolinate (30766-12-2)

Guidance literature:

With sulfuric acid; at 75 ℃;

Reference yield: 73.0%

5-hydroxypicolinic acid (15069-92-8) → methyl 5-hydroxypicolinate (30766-12-2)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In methanol; at 10 - 80 ℃; for 6h;

Reference yield:

5-benzyloxy-2-pyridinecarboxylic acid methyl ester (74386-59-7) + ethanol (64-17-5) → methyl 5-hydroxypicolinate (30766-12-2)

Guidance literature:

palladium over carbon;

upstream raw materials:

5-hydroxypicolinic acid

5-methoxypyridine-2-carboxylic acid

5-sulfo-pyridine-2-carboxylic acid

5-benzyloxy-2-pyridinecarboxylic acid methyl ester

Downstream raw materials:

5-hydroxy-pyridine-2-carboxylic acid hydrazide

5-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid

methyl 5-(difluoromethoxy)pyridine-2-carboxylate

Refernces

• 1、 Kuramoto, Kazuyuki,Sawada, Yuki,Yamada, Tomohiro,Nagashima, Takeyuki,Ohnuki, Kei,Shin, Takashi. "Novel indirect AMP-activated protein kinase activators: Identification of a second-generation clinical candidate with improved physicochemical properties and reduced hERG inhibitory activity". . p. 452 - 465. Retrieved 2020/09/09.
• 2、 -. "MODIFIED COMPOUND OF ANDROGRAPHOLIDE". Paragraph 0260-0262. . Retrieved 2019/01/04.