Dimethyl pyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl pyridine-3,5-dicarboxylate
• CAS No.: 4591-55-3
• Molecular Formula: C9H9 N O4
• Molecular Weight: 195.175
• Hs Code.: 2933399990
• European Community (EC) Number: 224-981-1
• NSC Number: 403260
• UNII: 2C5J3Y2XKM
• DSSTox Substance ID: DTXSID60196655
• Nikkaji Number: J297.835K
• Mol file: 4591-55-3.mol

Synonyms:Dimethyl pyridine-3,5-dicarboxylate;4591-55-3;Dimethyl 3,5-pyridinedicarboxylate;Pyridine-3,5-dicarboxylic acid dimethyl ester;3,5-dimethyl pyridine-3,5-dicarboxylate;Dimethylpyridine-3,5-Dicarboxylate;3,5-pyridinedicarboxylic acid,3,5-dimethyl ester;EINECS 224-981-1;MFCD00518827;NSC-403260;3,5-Dicarbomethoxypyridin;2C5J3Y2XKM;Oprea1_362211;Oprea1_681193;SCHEMBL56951;3,5-Bismethoxycarbonylpyridine;3,5-Di(methoxycarbonyl)pyridine;3,5-bis(methoxycarbonyl)pyridine;DTXSID60196655;HMS1608O17;AMY14074;CCG-15463;NSC403260;AKOS001592066;CS-W001575;NSC 403260;SDCCGMLS-0065571.P001;NCGC00326348-01;DS-16955;SY106655;3,5-Pyridinedicarboxylic acid dimethyl ester;D5364;EU-0067878;FT-0667548;3,5-Pyridinedicarboxylic acid, dimethyl ester;EN300-93147;AB01321151-02;A826926;SR-01000398094;3,5-Pyridinedicarboxylic acid, 3,5-dimethyl ester;SR-01000398094-1;F1225-0012

Chemical Property of Dimethyl pyridine-3,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00809mmHg at 25°C
• Melting Point: 84-85 °C
• Boiling Point: 267.6°Cat760mmHg
• PKA: 1.16±0.20(Predicted)
• Flash Point: 115.6°C
• PSA: 65.49000
• Density: 1.231g/cm³
• LogP: 0.65480
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

99%min ^*data from raw suppliers

Dimethyl 3,5-Pyridinedicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CN=C1)C(=O)OC
• Uses: Dimethyl 3,5-Pyridinedicarboxylate (cas# 4591-55-3) is a compound useful in organic synthesis.

Technology Process of Dimethyl pyridine-3,5-dicarboxylate

There total 13 articles about Dimethyl pyridine-3,5-dicarboxylate 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: 100.0%

methanol (67-56-1) + pyridine-3,5-dicarbonyl diazide (1027053-71-9) → dimethyl pyridine-3,5-dicarboxylate (4591-55-3)

Guidance literature:

In toluene; Inert atmosphere; Reflux;

DOI:10.1111/php.12086

Reference yield: 99.0%

methanol (67-56-1) + 3,5-Pyridinedicarboxylic acid (499-81-0) → dimethyl pyridine-3,5-dicarboxylate (4591-55-3)

Guidance literature:

With thionyl chloride; for 3h; Reflux;

DOI:10.1021/acsmedchemlett.6b00251

Reference yield: 85.0%

methyl 5-hydroxy-3-pyridinecarboxylate (30766-22-4) + 1,1-dibromomethane (74-95-3) → dimethyl pyridine-3,5-dicarboxylate (4591-55-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 3h; Reflux;

DOI:10.1039/c3ce41169a

upstream raw materials:

methanol

pyridine-3,5-dicarbonyl dichloride

3,5-Pyridinedicarboxylic acid

1-benzhydryl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

Downstream raw materials:

methyl 5-(hydroxymethyl)pyridine-3-carboxylate

dimethyl piperidine-3,5-dicarboxylate

5-(methoxycarbonyl)nicotinic acid potassium salt

Refernces

• 1、 Patra, Ranjan,Titi, Hatem M.,Goldberg, Israel. "1D, 2D and 3D coordination polymers of 5,5′-methylenebis(oxy) dinicotinic acid with Co(ii), Mn(ii), Cu(ii) and Cd(ii) ions". . p. 7257 - 7266. Retrieved 2013.
• 2、 Hill, Leila R.,Blackburn, Octavia A.,Jones, Michael W.,Tropiano, Manuel,Sorensen, Thomas Just,Faulkner, Stephen. "Ternary self-assemblies in water: Forming a pentanuclear ReLn4 assembly by association of binuclear lanthanide binding pockets with fac-Re(CO)3(dinicotinate)2Cl". . p. 16255 - 16258. Retrieved 2013.
• 3、 Som, Bozumeh,Smith, Mark D.,Shimizu, Linda S.. "Multi-dimensional copper(I) and silver (I) coordination polymers assembled with a pyridyl bis-urea macrocyclic ligand". . . Retrieved 2021/04/09.
• 4、 Abrams, Cameron F.,Chapleau, Jean-Philippe,Ding, Shilei,Grenier, Melissa C.,Pazgier, Marzena,Sherburn, Rebekah,Smith, Amos B.,Somisetti, Sambasivarao,Tolbert, William D.,Finzi, Andrés,Sch?n, Arne,Vézina, Dani. "Optimization of Small Molecules That Sensitize HIV-1 Infected Cells to Antibody-Dependent Cellular Cytotoxicity". supporting information. p. 371 - 378. Retrieved 2019/12/02.