4-Methylpyrimidine-5-carboxylic acid

Base Information

• Chemical Name: 4-Methylpyrimidine-5-carboxylic acid
• CAS No.: 157335-92-7
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• Hs Code.: 2933599090
• European Community (EC) Number: 800-993-8
• DSSTox Substance ID: DTXSID20565464
• Wikidata: Q72496981
• Mol file: 157335-92-7.mol

Synonyms:4-Methylpyrimidine-5-carboxylic acid;157335-92-7;4-Methyl-5-pyrimidinecarboxylic acid;4-Methyl-pyrimidine-5-carboxylic acid;5-Pyrimidinecarboxylic acid, 4-methyl-;4-Methylpyrimidine-5-carboxylicacid;5-Pyrimidinecarboxylicacid,4-methyl-;MFCD08361632;SCHEMBL1667344;DTXSID20565464;MGRYVXAAUYHOSI-UHFFFAOYSA-N;BCP06023;4-methyl-5-pyrimidine carboxylic acid;AKOS000303385;AC-7415;AM90061;CS-W000496;DS-2527;SB57815;NCGC00331225-01;SY006146;A3458;EN300-43812;AB01324717-02;4-Methyl-5-pyrimidinecarboxylic acid, AldrichCPR;A809838;J-009405;J-515817;F8881-5983;Z444878404

Chemical Property of 4-Methylpyrimidine-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: 1.566
• Boiling Point: 316.6 °C at 760 mmHg
• PKA: 2.37±0.25(Predicted)
• Flash Point: 145.3 °C
• PSA: 63.08000
• Density: 1.319 g/cm³
• LogP: 0.48320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methyl-5-pyrimidinecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=NC=C1C(=O)O
• Uses: 4-Methyl-5-pyrimidinecarboxylic acid is used as a reagent to prepare bis(pyrimidin-5-yl)methanes, compounds that exhibit herbicidal activity towards unwanted weeds in crop fields.

Technology Process of 4-Methylpyrimidine-5-carboxylic acid

There total 3 articles about 4-Methylpyrimidine-5-carboxylic acid 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: 28.0%

methyl 4-methylpyrimidine-5-carboxylate (157335-94-9) → 4‐methylpyrimidine‐5‐carboxylic acid (157335-92-7)

Guidance literature:

With sodium hydroxide; at 80 ℃; for 1h;

Reference yield:

ethyl 4-methylpyrimidine-5-carboxylate (110960-73-1) → 4‐methylpyrimidine‐5‐carboxylic acid (157335-92-7)

Guidance literature:

ethyl 4-methylpyrimidine-5-carboxylate; With water; sodium hydroxide; Reflux;

With hydrogenchloride; In water; at 25 - 28 ℃;

Reference yield:

2-[1-dimethylamino-meth-(Z)-ylidene]-3-oxo-butyric acid methyl ester → 4‐methylpyrimidine‐5‐carboxylic acid (157335-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / EtONa / ethanol / 18 h / Heating

2: 28 percent / aq. NaOH / 1 h / 80 °C

With sodium hydroxide; sodium ethanolate; In ethanol;

upstream raw materials:

methyl 4-methylpyrimidine-5-carboxylate

ethyl 4-methylpyrimidine-5-carboxylate

Downstream raw materials:

1-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3-fluorophenyl}-3-(4-methylpyrimidin-5-yl)urea

Refernces

• 1、 Kress, Thomas J.. "Synthesis and Proton NMR Spectra of the Monomethyl- and Dimethylpyrimidine-5-carboxylic Acids. Regioselective Covalent Hydration at the 2- and 4-Ring Positions". . p. 1375 - 1382. Retrieved 2007/10/02.