68049-21-8

Basic information

• Product Name: 5-(4-fluorophenyl)pyrimidine
• Synonyms: 5-(4-fluorophenyl)pyrimidine
• CAS NO: 68049-21-8
• Molecular Weight: 174.177
• Mol File: 68049-21-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 5-(4-fluorophenyl)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-fluorophenyl)pyrimidine(68049-21-8)
• EPA Substance Registry System: 5-(4-fluorophenyl)pyrimidine(68049-21-8)

Safety Data

• Hazardous Substances Data: 68049-21-8(Hazardous Substances Data)

Upstream product

• 34771-45-4 5-phenylpyrimidine 
• 160874-85-1 2-(4-fluorophenyl)-[1,3,2]-dioxaborolane 
• 31462-58-5 5-iodopyrimidine 
• 2036-41-1 5-methylpyrimidine 
• 1765-93-1 4-fluoroboronic acid 
• 4595-59-9 5-bromopyrimidine 
• 82525-09-5 1-Fluoro-4-((E)-2-methylsulfanyl-vinyl)-benzene 
• 459-57-4 4-fluorobenzaldehyde 
• 3473-63-0 formamidine acetic acid 
• 82525-14-2 (Z)-2-(4-Fluoro-phenyl)-3-methylsulfanyl-propenal 

Relevant articles and documents

Nanosilica-anchored Pd(II)-Schiff base complex as efficient heterogeneous catalyst for activation of aryl halides in Suzuki–Miyaura cross-coupling reaction in water

A nanosilica (derived from rice husk)-anchored Pd(II)–Schiff base complex has been synthesized and characterized. This immobilized complex has been found to be a very effective and recyclable heterogeneous catalyst for the Suzuki–Miyaura cross-coupling reaction of various aryl halides with arylboronic acid in aqueous medium under mild conditions. The products were identified using 1H NMR and mass spectral studies. This complex can be easily filtered out from the reaction medium and reused up to six times without significant loss of catalytic activity. Since the reaction proceeds under mild conditions in aqueous medium as well as the catalyst being recyclable, it provides an environmentally benign alternative route to the existing protocols for the Suzuki–Miyaura reaction.

DIRECT PALLADIUM-CATALYZED AROMATIC FLUORINATION

Provided herein are palladium complexes comprising a ligand of Formula (Α') and a ligand of Formula (B), wherein R1-R18 are as defined herein. The palladium complexes are useful in methods of fluorinating aryl and heteroaryl substrates. Further provided are compositions and kits comprising the palladium complexes.

Synthesis of zwitterionic palladium complexes and their application as catalysts in cross-coupling reactions of aryl, heteroaryl and benzyl bromides with organoboron reagents in neat water

N-(3-Chloro-2-quinoxalinyl)-N′-arylimidazolium salts (aryl = 2,6-diisopropylphenyl [HL1Cl]Cl, aryl = mesityl [HL2Cl]Cl) have been synthesized by treating 2,3-dichloroquinoxaline with the corresponding N′-arylimidazole in neat water. Facile reactions of these imidazolium salts with Pd(PPh3)4 and Pd2(dba)3/PPh3 (dba = dibenzyledene acetone) at 50 °C have afforded zwitterionic palladium(ii) complexes [Pd(HL1)(PPh3)Cl2] (I) and [Pd(HL2)(PPh3)Cl2] (II) in excellent yields. I and II have been tested for their ability to catalyze Suzuki-Miyaura cross coupling (SMC) reactions in neat water/K2CO3 and are found to be highly active for carrying out these reactions between aryl bromides and organoboron reagents. Furthermore, the scope of the catalyst I was also examined by employing (hetero)aryl bromides, hydrophilic aryl bromides, benzyl bromides and various organoboron reagents. More than 80 aryl/benzyl bromide-arylboronic acid combinations were screened in neat water/K2CO3 and it was found that I was a versatile catalyst, which produced biaryls/diarylmethanes in excellent yields. A TON of 82 000 was achieved by using I. Studies on the mechanism have also been carried out to investigate the involvement of carbene complexes in the catalytic path. Poison tests and a two-phase test were also conducted and the results are reported.