2-(3-Fluorophenyl)pyrimidine

Base Information

• Chemical Name: 2-(3-Fluorophenyl)pyrimidine
• CAS No.: 68049-16-1
• Molecular Formula: C₁₀H₇FN₂
• Molecular Weight: 174.17
• DSSTox Substance ID: DTXSID901303636
• Nikkaji Number: J46.771E
• Wikidata: Q63391950
• Mol file: 68049-16-1.mol

Synonyms:2-(3-Fluorophenyl)pyrimidine;68049-16-1;SCHEMBL4398415;DTXSID901303636;Pyrimidine, 2-(3-fluorophenyl)-;Q63391950

Chemical Property of 2-(3-Fluorophenyl)pyrimidine

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.05932639
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)C2=NC=CC=N2

Technology Process of 2-(3-Fluorophenyl)pyrimidine

There total 4 articles about 2-(3-Fluorophenyl)pyrimidine 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: 97.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) + 3-fluorophenylboronic acid (768-35-4) → 2-(3-fluorophenyl)-pyrimidine (68049-16-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; at 90 ℃;

DOI:10.1002/ejoc.201000631

Reference yield: 76.0%

3-fluorophenylboronic acid (768-35-4) + 2-bromopyrimidine (4595-60-2) → 2-(3-fluorophenyl)-pyrimidine (68049-16-1)

Guidance literature:

With potassium acetate; palladium diacetate; 1-phenylbiguanide; In water; at 100 ℃; for 0.166667h; Catalytic behavior; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.152903

Reference yield: 55.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) + 3-fluorobromobenzene (1073-06-9) → 2-(3-fluorophenyl)-pyrimidine (68049-16-1)

Guidance literature:

With 3-chloroprop-1-ene; trifluoroacetic acid; cobalt(II) bromide; zinc; In acetonitrile; at 50 ℃; for 4h;

DOI:10.1021/jo900240d

upstream raw materials:

2-chloropyrimidine

3-fluorobromobenzene

3-fluorophenylboronic acid

2-bromopyrimidine

Downstream raw materials:

4-fluoro-2-(pyrimidin-2-yl)phenyl acetate

4-fluoro-2-(pyrimidin-2-yl)benzonitrile

Refernces

• 1、 Hong, Xiaohu,Wang, Hao,Liu, Bingxin,Xu, Bin. "Ruthenium-catalyzed double-fold C-H tertiary alkoxycarbonylation of arenes using di-tert-butyl dicarbonate". supporting information. p. 14129 - 14132. Retrieved 2014/12/11.
• 2、 Begouin, Jeanne-Marie,Gosmini, Corinne. "Cobalt-catalyzed cross-coupling between in situ prepared arylzinc halides and 2-chloropyrimidine or 2-chloropyrazine". supporting information; experimental part. p. 3221 - 3224. Retrieved 2009/09/26.