2-(Trifluoromethyl)pyrimidine-4,6-diol

Base Information

• Chemical Name: 2-(Trifluoromethyl)pyrimidine-4,6-diol
• CAS No.: 672-47-9
• Molecular Formula: C5H3F3N2O2
• Molecular Weight: 180.086
• Hs Code.: 2933599090
• European Community (EC) Number: 691-192-0
• NSC Number: 52339
• DSSTox Substance ID: DTXSID30287741
• Wikidata: Q72512828
• Mol file: 672-47-9.mol

Synonyms:2-(trifluoromethyl)pyrimidine-4,6-diol;672-47-9;2-Trifluoromethyl-pyrimidine-4,6-diol;4,6-DIHYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE;4-hydroxy-2-(trifluoromethyl)-1H-pyrimidin-6-one;2-Trifluoromethylpyrimidine-4,6-diol;MFCD02678234;NSC52339;4,6-Dihydroxy-2-trifluoromethylpyrimidine;SCHEMBL1759453;DTXSID30287741;AMY15707;BBL101159;NSC-52339;STL554955;AKOS000320492;AKOS006345751;AKOS022420920;AS-5218;SB57520;AC-25252;A9027;CS-0020837;FT-0681882;EN300-182545;F15718;4,6-Dihydroxy-2-(trifluoromethyl)pyrimidine, AldrichCPR;F2124-0816;Z1874937386

Chemical Property of 2-(Trifluoromethyl)pyrimidine-4,6-diol

Chemical Property:

• Vapor Pressure: 0.0486mmHg at 25°C
• Melting Point: 254-256℃
• Refractive Index: 1.516
• Boiling Point: 228.5 °C at 760 mmHg
• PKA: 1.00±0.10(Predicted)
• Flash Point: 92 °C
• PSA: 66.24000
• Density: 1.75 g/cm³
• LogP: 0.90660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 180.01466183
• Heavy Atom Count: 12
• Complexity: 279

Purity/Quality:

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

2-(Trifluoromethyl)pyrimidine-4,6-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(NC1=O)C(F)(F)F)O

Technology Process of 2-(Trifluoromethyl)pyrimidine-4,6-diol

There total 5 articles about 2-(Trifluoromethyl)pyrimidine-4,6-diol 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: 44.4%

malonodiamide (108-13-4) + ethyl trifluoroacetate, (383-63-1) → 2-trifluoromethyl-4,6-dihydroxypyrimidine (672-47-9)

Guidance literature:

With NaH; In toluene; mineral oil; butan-1-ol;

Reference yield: 21.0%

2,2,2-trifluoroacetamide (354-38-1) + diethyl malonate (105-53-3) → 2-trifluoromethyl-4,6-dihydroxypyrimidine (672-47-9)

Guidance literature:

2,2,2-trifluoroacetamide; diethyl malonate; With sodium; In ethanol; for 3h; Heating / reflux;

With hydrogenchloride; water;

Reference yield:

malonodiamide (108-13-4) + trifluoroacetic acid-methyl ester (431-47-0) → 2-trifluoromethyl-4,6-dihydroxypyrimidine (672-47-9)

Guidance literature:

malonodiamide; trifluoroacetic acid-methyl ester; With sodium hydride; butan-1-ol; In toluene; mineral oil; at 40 ℃; Cooling with ice; Inert atmosphere;

With hydrogenchloride; In water; toluene; mineral oil; at 20 ℃; pH=2;

upstream raw materials:

malonodiamide

ethyl trifluoroacetate,

2,2,2-trifluoroacetamide

diethyl malonate

Downstream raw materials:

4,6-dichloro-2-(trifluoromethyl)pyrimidine

5-nitro-2-trifluoromethyl-1H-pyrimidine-4,6-dione

4,6-dichloro-5-nitro-2-trifluoro-methyl-pyrimidine

4,6-dichloro-2-trifluoromethyl-pyrimidin-5-ylamine

Refernces

• 1、 Deninno, Michael P.,Wright, Stephen W.,Etienne, John B.,Olson, Thanh V.,Rocke, Benjamin N.,Corbett, Jeffrey W.,Kung, Daniel W.,Dirico, Kenneth J.,Andrews, Kim M.,Millham, Michele L.,Parker, Janice C.,Esler, William,Van Volkenburg, Maria,Boyer, David D.,Houseknecht, Karen L.,Doran, Shawn D.. "Discovery of triazolopyrimidine-based PDE8B inhibitors: Exceptionally ligand-efficient and lipophilic ligand-efficient compounds for the treatment of diabetes". scheme or table. p. 5721 - 5726. Retrieved 2012/09/22.
• 2、 -. "SUBSTITUTED TRIAZOLOPYRIMIDINES AS PDE8 INHIBITORS". Page/Page column 35. . Retrieved 2011/06/16.