Dimethyl pyrimidine-4,6-dicarboxylate

Base Information

• Chemical Name: Dimethyl pyrimidine-4,6-dicarboxylate
• CAS No.: 6345-43-3
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2933599090
• European Community (EC) Number: 929-172-3
• NSC Number: 44349
• DSSTox Substance ID: DTXSID70286238
• Nikkaji Number: J2.021.670K
• Wikidata: Q82021896
• Mol file: 6345-43-3.mol

Synonyms:dimethyl pyrimidine-4,6-dicarboxylate;6345-43-3;4,6-DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE;DIMETHYL 4,6-PYRIMIDINEDICARBOXYLATE;MFCD05864412;NSC 44349;pyrimidine-4,6-dicarboxylic acid dimethyl ester;NSC44349;4,6-Pyrimidinedicarboxylic acid, dimethyl ester;SCHEMBL4000055;DTXSID70286238;NSC-44349;AKOS006344013;PB12841;NS-01932;BB 0257619;CS-0045800;FT-0693241;P10328;A868133;PYRIMIDINE-4,6-DICARBOXYLIC ACID DIMETHYL ESTER;4,6-PyriMidinedicarboxylic acid, 4,6-diMethyl ester

Chemical Property of Dimethyl pyrimidine-4,6-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000811mmHg at 25°C
• Melting Point: 78-79 °C
• Refractive Index: 1.518
• Boiling Point: 305.7 °C at 760 mmHg
• PKA: -3.53±0.17(Predicted)
• Flash Point: 138.7 °C
• PSA: 78.38000
• Density: 1.293 g/cm³
• LogP: 0.04980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

NLT 98% ^*data from raw suppliers

Dimethyl4,6-Pyrimidinedicarboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NC=N1)C(=O)OC
• Uses: Dimethyl 4,6-Pyrimidinedicarboxylate is a compound involved in the preparation of radiolabeled selective matrix metalloproteinase 13 (MMP-13) inhibitors.

Technology Process of Dimethyl pyrimidine-4,6-dicarboxylate

There total 3 articles about Dimethyl pyrimidine-4,6-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: 94.4%

methanol (67-56-1) + pyrimidine-4,6-dicarboxylic acid (16490-02-1) → pyrimidine-4,6-dicarboxylic acid dimethyl ester (6345-43-3)

Guidance literature:

With hydrogenchloride; In water; at 65 ℃; for 3h; Heating / reflux;

Reference yield:

4,6-dimethylpyrimidine (1558-17-4) → pyrimidine-4,6-dicarboxylic acid dimethyl ester (6345-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; potassium permanganate / water / 3 h / 80 °C

2: sulfuric acid / 24 h / Reflux

With potassium permanganate; sulfuric acid; sodium hydroxide; In water;

DOI:10.1021/acs.jmedchem.6b01284

Reference yield:

→ pyrimidine-4,6-dicarboxylic acid dimethyl ester (6345-43-3)

Guidance literature:

4,6-Dimethyl-pyrimidin, 1. SeO2/Py. (Rueckfluss), 2. SOCl2/Me.;

upstream raw materials:

methanol

pyrimidine-4,6-dicarboxylic acid

4,6-dimethylpyrimidine

Downstream raw materials:

6-(4-fluoro-3-methyl-benzylcarbamoyl)-pyrimidine-4-carboxylic acid

Refernces

• 1、 -. "INDOLE COMPOUNDS AND THEIR USE". Paragraph 00191; 00362; 00363. . Retrieved 2019/06/05.
• 2、 -. "HISTONE LYSINE DEMETHYLASE INHIBITORS". Page/Page column 77. . Retrieved 2010/04/30.