Methyl 2-(4-(trifluoromethyl)phenyl)pyrimidine-5-carboxylate

Base Information

• Chemical Name: Methyl 2-(4-(trifluoromethyl)phenyl)pyrimidine-5-carboxylate
• CAS No.: 871251-66-0
• Molecular Formula: C13H9F3N2O2
• Molecular Weight: 282.21800
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90701256
• Wikidata: Q72512520
• Mol file: 871251-66-0.mol

Synonyms:871251-66-0;methyl 2-(4-(trifluoromethyl)phenyl)pyrimidine-5-carboxylate;methyl 2-[4-(trifluoromethyl)phenyl]pyrimidine-5-carboxylate;2-(4-Trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid methyl ester;SCHEMBL2273492;DTXSID90701256;2-[4-(Trifluoromethyl)phenyl]-5-pyrimidinecarboxylic acid methyl ester;AKOS025149710;FT-0703814;A841975

Chemical Property of Methyl 2-(4-(trifluoromethyl)phenyl)pyrimidine-5-carboxylate

Chemical Property:

• Boiling Point: 288℃
• Flash Point: 128℃
• PSA: 52.08000
• Density: 1.327
• LogP: 2.94900
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 282.06161202
• Heavy Atom Count: 20
• Complexity: 333

Purity/Quality:

99% ^*data from raw suppliers

METHYL-2-(4-(TRIFLUOROMETHYL)PHENYL)PYRIMIDINE-5-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(N=C1)C2=CC=C(C=C2)C(F)(F)F

Technology Process of Methyl 2-(4-(trifluoromethyl)phenyl)pyrimidine-5-carboxylate

There total 4 articles about Methyl 2-(4-(trifluoromethyl)phenyl)pyrimidine-5-carboxylate 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: 91.0%

methyl 1,2,3-triazine-5-carboxylate + 4-trifluoromethylbenzamidine (131472-28-1) → methyl 2-[4-(trifluoromethyl)phenyl]pyrimidine-5-carboxylate (871251-66-0)

Guidance literature:

In acetonitrile; at 23 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01553

Reference yield:

sodium 2-(dimethoxymethyl)-3-methoxy-3-oxoprop-1-en-1-olate + 4-Trifluoromethylphenyl Amidine Acetate → methyl 2-[4-(trifluoromethyl)phenyl]pyrimidine-5-carboxylate (871251-66-0)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at 100 ℃;

Reference yield:

methyl pyrazole-4-carboxylate (51105-90-9,54866-59-0) → methyl 2-[4-(trifluoromethyl)phenyl]pyrimidine-5-carboxylate (871251-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate; chloroamine / N,N-dimethyl-formamide; diethyl ether / 2 h / 23 °C / Inert atmosphere

2: sodium periodate / dichloromethane; water / 1 h

3: acetonitrile / 0.08 h / 23 °C / Inert atmosphere

With sodium periodate; chloroamine; potassium tert-butylate; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.joc.1c01553

upstream raw materials:

4-trifluoromethylbenzamidine

methyl pyrazole-4-carboxylate

methyl 1-amino-1H-pyrazole-4-carboxylate

Downstream raw materials:

2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid methoxy-methyl-amide