34771-48-7

Basic information

• Product Name: 4-Methyl-2-phenylpyrimidine
• Synonyms: 4-Methyl-2-phenylpyrimidine
• CAS NO: 34771-48-7
• Molecular Formula: C₁₁H₁₀N₂
• Molecular Weight: 170.21
• Mol File: 34771-48-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 25 °C
• Boiling Point: 275-279 °C
• Appearance: /
• Density: 1.081±0.06 g/cm3(Predicted)
• PKA: 1.53±0.20(Predicted)
• CAS DataBase Reference: 4-Methyl-2-phenylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-phenylpyrimidine(34771-48-7)
• EPA Substance Registry System: 4-Methyl-2-phenylpyrimidine(34771-48-7)

Safety Data

• Hazardous Substances Data: 34771-48-7(Hazardous Substances Data)

Upstream product

• 3438-46-8 4-Methylpyrimidine 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 
• 618-39-3 benzamidin 
• 106185-15-3 N-(tert-Butylimino-methylene)-N'-isopropyl-benzamidine 
• 7732-18-5 water 
• 29509-92-0 4-chloro-6-methyl-2-phenyl-pyrimidine 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 67-64-1 acetone 
• 30830-26-3 3-ethoxycyclobutan-1-one 
• 1670-14-0 benzamidine monohydrochloride 
• 13036-57-2 2-chloro-4-methylpyrimidine 
• 98-80-6 phenylboronic acid 
• 70733-12-9 ethyl 4-methyl-2-phenyl-5-pyrimidinecarboxylate 
• 106184-92-3 N-tert-Butyl-N'-(N-isopropylbenzimidoyl)thioharnstoff 

Downstream Products

• 122372-14-9 2-phenyl-4-(β-styryl)pyrimidine 
• 58870-09-0 6-methyl-2,4-diphenyl-1,6-dihydropyrimidine 
• 16879-56-4 6-methyl-2-phenylpyrimidine-4-carboxamide 
• 64571-45-5 methyl 6-methyl-2-phenyl-4-pyrimidinyl ketone 
• 73937-24-3 6-methyl-2-phenylpyrimidine-4-(N,N-dimethyl)carboxamide 
• 142114-68-9 6-methyl-2-phenylpyrimidine 1-oxide 
• 1014-07-9 2-phenyl-4-pyrimidinecarbaldehyde 
• 97085-38-6 2,6-Diphenyl-4-styryl-pyrimidin 
• 58536-45-1 2,4-diphenyl-6-methyl pyrimidine 
• 82236-13-3 phenyl 2-(6-phenyl-4-pyrimidinyl)ethenyl ketone 
• 82236-11-1 ethyl 2-phenyl-4-pyrimidineacrylate 

Relevant articles and documents

Construction of a Pyrimidine Framework through [3 + 2 + 1] Annulation of Amidines, Ketones, and N, N-Dimethylaminoethanol as One Carbon Donor

An efficient, facile, and eco-friendly synthesis of pyrimidine derivatives has been developed. It involves a [3 + 2 + 1] three-component annulation of amidines, ketones, and one carbon source. N,N-Dimethylaminoethanol is oxidized through C(sp3)-H activation to provide the carbon donor. One C-C and two C-N bonds are formed during the oxidative annulation process. The reaction shows good tolerance to many important functional groups in air, making this methodology a highly versatile alternative, and significant improvement to the existing methods for structuring a pyrimidine framework, especially 4-aliphatic pyrimidines.

Co-catalyzed highly selective C(sp3)-H nitration

A Co-catalyzed highly chemo- and regio-selective nitration of C(sp3)-H was developed. Diverse aliphatic nitro compounds were obtained in good yields, using t-BuONO as a nitrating reagent. Specific nitration of C(sp3)-H instead of C(sp2)-H was achieved via a radical process rather than concerted metalation-deprotonation.

Ruthenium-Catalyzed meta-Selective C?H Mono- and Difluoromethylation of Arenes through ortho-Metalation Strategy

The first example for the ruthenium-catalyzed ligand-directed meta-selective C?H mono- and difluoromethylation is developed, affording a variety of new meta-mono- and difluoromethylated 2-phenylpyridines, 2-phenylpyrimidines, and 1-phenylpyrazoles in moderate-to-good yields. This new transformation exhibits broad substrate scope, good functional group tolerance, and high efficiency, and offers a practical approach to synthesize mono- and difluoromethylated arenes. Mechanistic studies indicate that a reaction pathway involving palladium-initiated radical species is involved in the catalytic cycle. The new dual catalytic system consisting of compatible ruthenium(II) and palladium(0) complexes enables the key processes of C?H activation and mono-/difluoromethyl-radical formation to occur and achieves the meta-selective functionalization efficiently. In addition, the present protocol can also be extended to non-fluoromethylation.