2-(Methoxycarbonyl)-3-Methylpyridine 1-oxide

Base Information

• Chemical Name: 2-(Methoxycarbonyl)-3-Methylpyridine 1-oxide
• CAS No.: 878207-91-1
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.16200
• Hs Code.: 2933399090
• Mol file: 878207-91-1.mol

Synonyms:2-methoxycarbonyl-3-hydroxy-5-methyl-thiophene;Methyl 3-hydroxy-5-methyl-2-thiophenecarboxylate;3-Hydroxy-5-methyl-thiophen-2-carbonsaeure-methylester;2-Thiophenecarboxylic acid,3-hydroxy-5-methyl-,methyl ester;3-Hydroxy-5-methyl-2-thiophenecarboxylic acid methyl ester;3-hydroxy-5-methylthiophene-2-carboxylic acid methyl ester;3-methyl-2-pyridinecarboxylic acid 1-oxide methyl ester;

Chemical Property of 2-(Methoxycarbonyl)-3-Methylpyridine 1-oxide

Chemical Property:

• PSA: 51.76000
• LogP: 1.21010

Purity/Quality:

95% ^*data from raw suppliers

3-Methyl-2-pyridinecarboxylicacid1-oxidemethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(Methoxycarbonyl)-3-Methylpyridine 1-oxide

There total 1 articles about 2-(Methoxycarbonyl)-3-Methylpyridine 1-oxide 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: 98.0%

3-methyl-pyridine-2-carboxylic acid methyl ester (59718-84-2) → methyl 3-methyl-1-oxido-pyridin-1-ium-2-carboxylate (878207-91-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2013.01.053

Reference yield: 46.0%

methyl 3-methyl-1-oxido-pyridin-1-ium-2-carboxylate (878207-91-1) + triphenylphosphine (603-35-0) → (6-(methoxycarbonyl)-5-methylpyridin-2-yl)triphenylphosphonium bromide

Guidance literature:

methyl 3-methyl-1-oxido-pyridin-1-ium-2-carboxylate; triphenylphosphine; With trifluoroacetic anhydride; In dichloromethane; at 0 - 25 ℃; for 8h;

With sodium bromide; In dichloromethane; water; for 0.5h;

DOI:10.1021/acs.orglett.1c02165

Reference yield:

methyl 3-methyl-1-oxido-pyridin-1-ium-2-carboxylate (878207-91-1) → 2-chloro-6-(4-fluorobenzyl)-5H-pyrrolo[3,4-b]pyridin-7(6H)-one

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 3 h / 100 °C

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 80 °C

3: methanol / 15 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); trichlorophosphate; In methanol; tetrachloromethane;

upstream raw materials:

3-methyl-pyridine-2-carboxylic acid methyl ester

Downstream raw materials:

methyl 6-chloro-3-methyl-pyridine-2-carboxylate

C₂₇H₂₉N₃O₄

C₂₇H₂₉N₃O₄

C₂₆H₂₆ClN₃O₃

Refernces

• 1、 Bugaenko, Dmitry I.,Karchava, Alexander V.,Yurovskaya, Marina A.. "Reaction of Pyridine-N-Oxides with Tertiary sp2-N-Nucleophiles: An Efficient Synthesis of Precursors for N-(Pyrid-2-yl)-Substituted N-Heterocyclic Carbenes". supporting information. p. 5777 - 5782. Retrieved 2020/12/01.
• 2、 -. "DOPAMINE D3 RECEPTOR ANTAGONISTS COMPOUNDS". Page/Page column 124. . Retrieved 2016/05/19.