Dimethyl pyridine-2,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl pyridine-2,5-dicarboxylate
• CAS No.: 881-86-7
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 2933399090
• European Community (EC) Number: 629-154-2
• NSC Number: 35758
• DSSTox Substance ID: DTXSID50284116
• Nikkaji Number: J117.524F
• Wikidata: Q72471863
• ChEMBL ID: CHEMBL1412582
• Mol file: 881-86-7.mol

Synonyms:dimethyl pyridine-2,5-dicarboxylate;881-86-7;Dimethyl 2,5-pyridinedicarboxylate;2,5-dimethyl pyridine-2,5-dicarboxylate;2,5-Pyridinedicarboxylic acid, dimethyl ester;Dimethyl isocinchomeronate;DIMethylpyRIDINE-2,5-DICARBOXYLATE;MFCD00034767;pyridine-2,5-dicarboxylic acid dimethyl ester;Dimethyl 2,5-pyridine dicarboxylate;5-dimethyl pyridine 2,5-dicarboxylate;Maybridge1_006391;SCHEMBL69747;MLS000084758;CHEMBL1412582;HMS559K11;DTXSID50284116;methyl 6-methoxycarbonylnicotinate;Pyridine-2,5-Dimethylcarboxylate;HMS2357M07;Methyl 6-methoxycarbonyl nicotinate;BCP21813;NSC35758;CCG-15342;NSC-35758;AKOS001574156;AM85942;AS-5344;CS-W004879;PB43689;BP-13011;RF 02989;SMR000019104;SY060876;Dimethyl 2,5-pyridine dicarboxylate, 97%;EU-0067400;FT-0625096;EN300-49250;10.14272/TUGSJNQAIMFEDY-UHFFFAOYSA-N;A842491;AJ-333/25006330;doi:10.14272/TUGSJNQAIMFEDY-UHFFFAOYSA-N;SR-01000394213;SR-01000394213-1

Chemical Property of Dimethyl pyridine-2,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000961mmHg at 25°C
• Melting Point: 213-217 °C(lit.)
• Refractive Index: 1.516
• Boiling Point: 302.9 °C at 760 mmHg
• PKA: -0.35±0.10(Predicted)
• Flash Point: 137 °C
• PSA: 65.49000
• Density: 1.231 g/cm³
• LogP: 0.65480
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Dichloromethane, Ethyl Acetate
• Water Solubility.: Soluble in Dichloromethane and Ethyl Acetate. Insoluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

≥98% ^*data from raw suppliers

Dimethyl 2,5-pyridine dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)C(=O)OC
• Uses: Intermediate for the synthesis of potent antitumor agents. It is the intermediate in the synthesis of potent antitumor agents.

Technology Process of Dimethyl pyridine-2,5-dicarboxylate

There total 14 articles about Dimethyl pyridine-2,5-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-2,5-dicarboxylic acid (100-26-5) → dimethyl 2,5-pyridine dicarboxylate (881-86-7)

Guidance literature:

With thionyl chloride; at 0 ℃; for 12h; Reflux;

DOI:10.1021/acs.jmedchem.8b01031

Reference yield: 99.0%

2,5-dibromopyridine (624-28-2) + methanol (67-56-1) + carbon monoxide (201230-82-2) → dimethyl 2,5-pyridine dicarboxylate (881-86-7)

Guidance literature:

With dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II); triethylamine; at 100 ℃; for 1h; under 2585.74 Torr;

DOI:10.1021/ol0498287

Reference yield: 98.3%

Pyridine-2,5-dicarboxylic acid (100-26-5) → dimethyl 2,5-pyridine dicarboxylate (881-86-7)

Guidance literature:

With thionyl chloride; In methanol; for 4h; Reflux;

upstream raw materials:

6-methylnicotinic acid

methanol

Pyridine-2,5-dicarboxylic acid

dipropyl pyridine-2,5-dicarboxylate

Downstream raw materials:

pyridine-2,5-dicarboxylic acid 5-methyl ester

methyl 6-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]nicotinate

6-(1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl)nicotinic acid

methyl 6-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl]nicotinate

Refernces

• 1、 Zuin Fantoni, Nicolò,McGorman, Bríonna,Molphy, Zara,Singleton, Daniel,Walsh, Sarah,El-Sagheer, Afaf H.,McKee, Vickie,Brown, Tom,Kellett, Andrew. "Development of Gene-Targeted Polypyridyl Triplex-Forming Oligonucleotide Hybrids". . p. 3563 - 3574. Retrieved 2020/10/02.
• 2、 An, Jing,Fang, Xiong,Huang, Lina S.,Huang, Ziwei,Liang, Boqiang,Meng, Qian,Schooley, Robert T.,Wang, Juan,Xu, Yan,Zhang, Chaozai,Zhang, Huijun,Zhang, Xingquan,Zhu, Siyu. "Design, synthesis, and biological characterization of a new class of symmetrical polyamine-based small molecule CXCR4 antagonists". supporting information. . Retrieved 2020/06/03.