dimethyl 1H-pyrazole-3,5-dicarboxylate

Base Information

• Chemical Name: dimethyl 1H-pyrazole-3,5-dicarboxylate
• CAS No.: 4077-76-3
• Molecular Formula: C7H8N2O4
• Molecular Weight: 184.152
• Hs Code.: 2933199090
• European Community (EC) Number: 819-460-6
• DSSTox Substance ID: DTXSID60363300
• Nikkaji Number: J766.899F
• Wikidata: Q72471781
• ChEMBL ID: CHEMBL1584353
• Mol file: 4077-76-3.mol

Synonyms:dimethyl 1H-pyrazole-3,5-dicarboxylate;4077-76-3;Dimethyl Pyrazole-3,5-dicarboxylate;3,5-dimethyl 1H-pyrazole-3,5-dicarboxylate;Dimethyl1H-pyrazole-3,5-dicarboxylate;MLS000694894;1H-pyrazole-3,5-dicarboxylic acid dimethyl ester;1H-Pyrazole-3,5-dicarboxylic acid, dimethyl ester;MFCD00975602;SMR000334768;SCHEMBL68056;3,5-bis(methoxyformyl)pyrazole;CHEMBL1584353;BDBM75021;cid_1484491;AMY3050;DTXSID60363300;dimethyl-3,5-pyrazoledicarboxylate;HMS2663G05;Dimethyl 3,5-Pyrazoledicarboxylate;STL583839;AKOS005070955;CS-W000535;SY027831;3,5-pyrazoledicarboxylic acid dimethyl ester;FT-0680571;3,5-pyrazole dicarboxylic acid dimethyl ester;DIMETHYL 1H-PYRAZOL-3,5-DICARBOXYLATE;7M-731;EN300-103931;A873229;J-520347;F1907-2589;Z1201620743

Chemical Property of dimethyl 1H-pyrazole-3,5-dicarboxylate

Chemical Property:

• Melting Point: 151-152℃
• Boiling Point: 344℃
• PKA: 8.08±0.10(Predicted)
• Flash Point: 162℃
• PSA: 81.28000
• Density: 1.346
• LogP: -0.01710
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 184.04840674
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl1H-Pyrazole-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NN1)C(=O)OC
• Uses: Dimethyl 1H-Pyrazole-3,5-dicarboxylate is used in preparation of substituted Dihydropyrazolopyrazinecarboxamide derivatives as EP3 receptor antagonists useful for treating diseases.

Technology Process of dimethyl 1H-pyrazole-3,5-dicarboxylate

There total 13 articles about dimethyl 1H-pyrazole-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: 99.0%

methanol (67-56-1) + 3,5-pyrazoledicarboxylic acid (3112-31-0) → 3,5-dicarbomethoxypyrazole (4077-76-3)

Guidance literature:

With thionyl chloride; at 0 - 80 ℃; for 4h; Inert atmosphere;

Reference yield: 86.0%

dimethyl (E)-3-diazo-1-propene-1,3-carboxylate (152327-57-6) → 3,5-dicarbomethoxypyrazole (4077-76-3)

Guidance literature:

In benzene; Reflux;

DOI:10.1039/c3ob42102c

Reference yield:

dimethyl glutaconate (5164-76-1) → 3,5-dicarbomethoxypyrazole (4077-76-3) + dimethyl (E)-3-diazo-1-propene-1,3-carboxylate (152327-57-6)

Guidance literature:

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃;

DOI:10.1055/s-0032-1318309

upstream raw materials:

methyl 2-chloroacrylate

methyl diazoacetate

methyl 2-bromoacrylate

Methyl 2,3-dibromopropionate

Downstream raw materials:

methyl ester of 1-methylpyrazole-3,5-dicarboxylic acid

C₁₆H₁₂N₂O₆

dimethyl 1-(2-nitrobenzyl)pyrazole-3,5-dicarboxylate

dimethyl 1-(2-nitrobenzoyl)pyrazole-3,5-dicarboxylate

Refernces

• 1、 Uygun, Meltem Tan,Amudi, Karina,Tura?l?, ?rem Do?an,Menges, Nurettin. "A new synthetic approach for pyrazolo[1,5-a]pyrazine-4(5H)-one derivatives and their antiproliferative effects on lung adenocarcinoma cell line". . p. 113 - 124. Retrieved 2021/01/11.
• 2、 -. "PYRROLOBENZODIAZEPINE DIMER PRECURSOR AND LIGAND-LINKER CONJUGATE COMPOUND THEREOF". Paragraph 0267; 0268. . Retrieved 2020/02/18.