Ethyl 6-(hydroxymethyl)pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl 6-(hydroxymethyl)pyridine-2-carboxylate
• CAS No.: 41337-81-9
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.18854
• Hs Code.: 2933399090
• European Community (EC) Number: 609-909-2,691-859-6
• DSSTox Substance ID: DTXSID00448367
• Wikidata: Q82267335
• Mol file: 41337-81-9.mol

Synonyms:41337-81-9;Ethyl 6-(hydroxymethyl)pyridine-2-carboxylate;Ethyl 6-(hydroxymethyl)picolinate;2-Pyridinecarboxylic acid, 6-(hydroxymethyl)-, ethyl ester;6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER;SCHEMBL536661;DTXSID00448367;CDFOARSBQKJGNL-UHFFFAOYSA-N;AMY29093;MFCD09750009;AKOS006326901;SB53370;TS-00205;ethyl 6-hydroxymethylpyridine-2-carboxylate;CS-0038369;FT-0687910;ethyl 6-(hydroxymethyl)-2-pyridinecarboxylate;J-521162;6-Hydroxymethyl-pyridine-2-carboxylic acid ethylester;6-(hydroxymethyl)pyridine-2-carboxylic acid ethyl ester;6-HYDROXYMethylpyRIDINE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of Ethyl 6-(hydroxymethyl)pyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 337.114ºC at 760 mmHg
• Flash Point: 157.681ºC
• PSA: 59.42000
• Density: 1.201g/cm3
• LogP: 0.75060
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl6-(hydroxymethyl)pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC(=N1)CO

Technology Process of Ethyl 6-(hydroxymethyl)pyridine-2-carboxylate

There total 4 articles about Ethyl 6-(hydroxymethyl)pyridine-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: 85.0%

diethyl-2,6-pyridinedicarbonyl ester (15658-60-3) → ethyl 6-(hydroxymethyl)pyridine-2-carboxylate (41337-81-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 2h; Reflux;

DOI:10.1007/s00706-011-0660-x

Reference yield:

6-(hydroxymethyl)pyridine-2-carboxylic acid (1197-10-0) → 6-methyl-piperidine-2-carboxylic acid ethyl ester (20077-29-6) + ethyl 6-methylpyridine-2-carboxylate (39640-51-2) + ethyl 6-(hydroxymethyl)pyridine-2-carboxylate (41337-81-9) + 6-hydroxymethylpiperidine-2-carboxylic acid (287925-06-8,692255-19-9)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; In water; for 16h; under 760 Torr; Product distribution; also other pyridine esters; var. catalysts and conditions;

DOI:10.1002/jhet.5570310635

Reference yield:

2,6-Pyridinedicarbonyl dichloride (3739-94-4) → ethyl 6-(hydroxymethyl)pyridine-2-carboxylate (41337-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 24 h

2: 69 percent / NaBH₄ / ethanol / 48 h / -20 °C

With sodium tetrahydroborate; In ethanol; toluene;

upstream raw materials:

diethyl-2,6-pyridinedicarbonyl ester

6-(hydroxymethyl)pyridine-2-carboxylic acid

2,6-Pyridinedicarbonyl dichloride

Pyridine-2,6-dicarboxylic acid

Downstream raw materials:

6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarbaldehyde

imidazo[1,5-a]pyridine-5-carboxylic acid

5-formylimidazo<1,5-a>pyridine

ethyl imidazo [1,5-a]pyridine-5-carboxylate

Refernces

• 1、 Liu, Jing,Morikawa, Masa-Aki,Kimizuka, Nobuo. "Conversion of molecular information by luminescent nanointerface self-assembled from amphiphilic Tb(III) complexes". . p. 17370 - 17374. Retrieved 2011.
• 2、 -. "Amphiphilic Tb (III) complex and its preparation method for the preparation of fluorescent nano-fibers and method and application". Paragraph 0049-0051; 0053. . Retrieved 2017/02/02.
• 3、 Downey, Jason D.,Saleh, Sam A.,Bridges, Thomas M.,Morrison, Ryan D.,Scott Daniels,Lindsley, Craig W.,Breyer, Richard M.. "Development of an in vivo active, dual EP1 and EP3 selective antagonist based on a novel acyl sulfonamide bioisostere". . p. 37 - 41. Retrieved 2013/02/23.