Methyl 5-(hydroxymethyl)pyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-(hydroxymethyl)pyridine-2-carboxylate
• CAS No.: 39977-42-9
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• European Community (EC) Number: 970-299-9
• DSSTox Substance ID: DTXSID90597015
• Nikkaji Number: J3.093.168H
• Wikidata: Q82492472
• Mol file: 39977-42-9.mol

Synonyms:39977-42-9;methyl 5-(hydroxymethyl)picolinate;methyl 5-(hydroxymethyl)pyridine-2-carboxylate;5-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;SCHEMBL8324962;DTXSID90597015;MFCD11848099;AKOS027321069;PB42744;BS-17010;DB-069904;CS-0150745;EN300-202438;5-Hydroxymethyl-pyridine-2-carboxylicacidmethylester

Chemical Property of Methyl 5-(hydroxymethyl)pyridine-2-carboxylate

Chemical Property:

• PSA: 59.42000
• LogP: 0.36050
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• 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:

99%, ^*data from raw suppliers

5-Hydroxymethyl-pyridine-2-carboxylic acid methyl ester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-(hydroxymethyl)pyridine-2-carboxylate

There total 6 articles about Methyl 5-(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: 88.0%

methyl 6-chloro-5-formyl-pyridine-2-carboxylate (872029-82-8) → 5-hydroxymethyl-pyridine-2-carboxylic acid methyl ester (39977-42-9)

Guidance literature:

With hydrogen; sodium acetate; palladium dichloride; In methanol; at 35 ℃; for 3h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2012.05.054

Reference yield: 73.0%

methanol (67-56-1) + 2-Chloro-5-hydroxymethylpyridine (21543-49-7) + carbon monoxide (201230-82-2) → 5-hydroxymethyl-pyridine-2-carboxylic acid methyl ester (39977-42-9)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In acetonitrile; at 170 ℃; under 17251.7 Torr; Flow reactor;

DOI:10.1002/cctc.201801974

Reference yield: 64.0%

methyl 5-((tert-butyldimethylsilyloxy)methyl)picolinate (1417421-58-9) → 5-hydroxymethyl-pyridine-2-carboxylic acid methyl ester (39977-42-9)

Guidance literature:

With trifluoroacetic acid; In methanol; at 20 ℃; for 72h;

upstream raw materials:

methyl 6-chloro-5-formyl-pyridine-2-carboxylate

5-(((tert-butyl(dimethyl)silyl)oxy)methyl)-2-chloropyridine

methyl 5-((tert-butyldimethylsilyloxy)methyl)picolinate

2-Chloro-5-hydroxymethylpyridine

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