Methyl 2-(hydroxymethyl)isonicotinate

Base Information

• Chemical Name: Methyl 2-(hydroxymethyl)isonicotinate
• CAS No.: 58481-17-7
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• European Community (EC) Number: 817-615-2
• DSSTox Substance ID: DTXSID10534023
• Wikidata: Q82407631
• Mol file: 58481-17-7.mol

Synonyms:Methyl 2-(hydroxymethyl)isonicotinate;58481-17-7;Methyl 2-(hydroxymethyl)pyridine-4-carboxylate;2-HYDROXYMETHYL-ISONICOTINIC ACID METHYL ESTER;MFCD11848098;4-Pyridinecarboxylic acid, 2-(hydroxymethyl)-, methyl ester;SCHEMBL348975;DTXSID10534023;PBBNEARCAGHGCQ-UHFFFAOYSA-N;2-(HYDROXYMETHYL)-4-PYRIDINECARBOXYLIC ACID METHYL ESTER;AMY14061;BCP15559;Methyl2-(hydroxymethyl)isonicotinate;AKOS016002549;CS-W006249;DS-2218;SY043105;EN300-113678;Methyl 2-(hydroxymethyl)-4-pyridinecarboxylate;A852136;2-Hydroxymethyl-isonicotinic acid methyl ester

Chemical Property of Methyl 2-(hydroxymethyl)isonicotinate

Chemical Property:

• Boiling Point: 304.2±32.0 °C(Predicted)
• PKA: 13.20±0.10(Predicted)
• PSA: 59.42000
• Density: 1.244±0.06 g/cm3(Predicted)
• LogP: 0.36050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-(hydroxymethyl)isonicotinate >95% ^*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)CO

Technology Process of Methyl 2-(hydroxymethyl)isonicotinate

There total 1 articles about Methyl 2-(hydroxymethyl)isonicotinate 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: 5.5%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → pyridine-4-methanol (586-95-8) + methyl 2-methoxyisonicotinate (26156-51-4) + methyl 2-(hydroxymethyl)pyridine-4-carboxylate (58481-17-7) + dimethyl 3,3'-bipyridine-4,4'-dicarboxylate (82828-86-2)

Guidance literature:

With sulfuric acid; at 30 ℃; for 0.416667h; Further byproducts given; Irradiation;

DOI:10.1246/bcsj.57.1882

Reference yield: 97.4%

methyl 2-(hydroxymethyl)pyridine-4-carboxylate (58481-17-7) → methyl 2-(chloromethyl)isonicotinate (125104-36-1)

Guidance literature:

With thionyl chloride; In toluene; at 0 - 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.8b00198

Reference yield: 90.0%

methyl 2-(hydroxymethyl)pyridine-4-carboxylate (58481-17-7) → methyl 2-(chloromethyl)-4-pyridinecarboxylate hydrochloride (125398-17-6)

Guidance literature:

With hydrogenchloride; thionyl chloride; at 0 - 20 ℃; for 4h;

DOI:10.1021/jm00081a009

upstream raw materials:

4-pyridinecarboxylic acid, methyl ester

Downstream raw materials:

methyl 2-(chloromethyl)-4-pyridinecarboxylate hydrochloride

methyl 2-(1-pyrrolidinylmethyl)-4-pyridinecarboxylate

1-<(3,4-dichlorophenyl)acetyl>-6-(1-pyrrolidinylmethyl)-3-piperidinol

cis-methyl 1-<(3,4-dichlorophenyl)acetyl>-2-(1-pyrrolidinylmethyl)-4-piperidinecarboxamide