25095-48-1

Upstream product

• 29509-91-9 4-chloro-2,6-diphenyl-1,3-pyrimidine 
• 25095-49-2 2,4-diphenylpyrimidine-5-carboxylic acid 
• 100-47-0 benzonitrile 
• 74-86-2 acetylene 
• 3934-20-1 2,6-Dichloropyrimidine 
• 98-80-6 phenylboronic acid 
• 2579-22-8 Phenylpropargyl aldehyde 
• 1670-14-0 benzamidine monohydrochloride 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 901311-75-9 5-chloro-2,4-diphenylpyrimidine 
• 104-54-1 3-Phenylpropenol 
• 93-55-0 1-phenyl-propan-1-one 
• 768-03-6 Phenyl vinyl ketone 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 

Downstream Products

• 1200124-04-4 2-(2-chlorophenyl)-4-phenylpyrimidine 
• 1217189-24-6 2-(2,6-dichlorophenyl)-4-phenylpyrimidine 
• 1292783-85-7 2,4-bis(4-methylphenyl)pyrimidine 
• 77232-22-5 2-(4-methylphenyl)-4-phenylpyrimidine 
• 1528758-54-4 2-(4-phenylpyrimidin-2-yl)benzonitrile 
• 1242673-25-1 2-(4-phenylpyrimidin-2-yl)phenyl acetate 
• 65-85-0 benzoic acid 
• 670-83-7 2,4-diphenyl-1H-imidazole 

Relevant academic research and scientific papers

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.

I2-Catalyzed Aerobic α,β-Dehydrogenation and Deamination of Tertiary Alkylamines: Highly Selective Synthesis of Polysubstituted Pyrimidines via Hidden Acyclic Enamines

A novel and efficient entrance to the pyrimidine skeleton has been presented via the α,β-dehydrogenation and deamination of tertiary alkylamines. This I2-catalyzed dehydrogenative multicomponent procedure utilizes simple aldehydes to trap the hidden enami

Synthesis method of pyrimidine compound containing alkyl and aryl

The invention discloses a synthesis method of a pyrimidine compound containing alkyl and aryl, and belongs to the technical field of organic synthesis. Key points of the technical scheme of the invention are as follows: the synthesis method of the pyrimidine compound containing alkyl and aryl comprises the following specific steps: dissolving an aldehyde compound, an amidine hydrochloride compoundand a tertiary aliphatic amine compound in a solvent, adding an iodine reagent and an oxidant, and carrying out a reaction process at 110-150 DEG C to prepare the pyrimidine compound containing alkyland aryl as a target product. The synthesis process is simple and efficient, the pyrimidine compound is directly prepared by one step through a one-pot cascade reaction without transition metal catalysis so that resource waste and environmental pollution caused by use of various reagents in multi-step reaction, purification treatment of reaction intermediates in each step and the like are avoided, the synthesis process is convenient to operate, the raw materials are simple, the reaction conditions are mild, the substrate application range is wide, and meanwhile, alkyl substituents are ingeniously introduced by taking the tertiary fatty amine compound as the raw material.

Selective synthesis of pyrimidines from cinnamyl alcohols and amidines using the heterogeneous OMS-2 catalyst

Herein, an efficient aerobic oxidative synthesis of pyrimidines was carried out using cinnamyl alcohols and amidines catalyzed by manganese oxide octahedral molecular sieve (OMS-2). The heterogeneous catalytic method features base-/additive-free conditions, wide substrate scope, use of O2 as a green oxidant, and simple operation. Moreover, the OMS-2 catalyst prepared by the conventional reflux method demonstrates catalytic selectivity, activity, and excellent recyclability.

Heterogeneous gold(I)-catalyzed cyclization between ynals and amidines: An efficient and practical synthesis of 2,4-disubstituted pyrimidines

A novel and highly efficient heterogeneous gold(I)-catalyzed cyclization between ynals and amidines has been developed that proceeds smoothly under mild conditions and provides a general and practical method for the synthesis of a wide variety of 2,4-disu

Iron Catalysis for Modular Pyrimidine Synthesis through β-Ammoniation/Cyclization of Saturated Carbonyl Compounds with Amidines

An efficient method for the modular synthesis of various pyrimidine derivatives by means of the reactions of ketones, aldehydes, or esters with amidines in the presence of an in situ prepared recyclable iron(II)-complex was developed. This operationally simple reaction proceeded with broad functional group tolerance in a regioselective manner via a remarkable unactivated β-C-H bond functionalization. Control experiments were performed to gain deep understanding of the mechanism, and the reactions are likely to proceed through a designed TEMPO complexation/enamine addition/transient α-occupation/β-TEMPO elimination/cyclization sequence.

Cross-Dehydrogenative Coupling of Heterocyclic Scaffolds with Unfunctionalized Aroyl Surrogates by Palladium(II) Catalyzed C(sp2)-H Aroylation through Organocatalytic Dioxygen Activation

Cross-dehydrogenative coupling of biorelevant heterocyclic scaffolds with arylmethanes for aroylation during Pd(II)-catalyzed C(sp2)-H activation has been achieved through dioxygen activation by NHPI. Mass spectrometry and 1H NMR based kinetic isotope effect studies revealed C-H bond activation as the rate-determining step. Radical scavenging experiments indicated a radical pathway. The 1H NMR of an aliquot of reaction mixture and in situ trapping with 2-aminothiophenol revealed the formation of aldehyde during aerobic oxidation of the arylmethanes. The reaction has broad scope for different variations of the aroyl source and the directing group that includes benzothiazole, benzooxazole, pyridine, quinoxaline, pyrimidine, and azoarene. The benzylic methylene moiety was found to be the source of the aroyl carbon with the benzyl ether moiety being the most preferred followed by the carbonyl group of aryl aldehyde and the aryl methane. However, the ease of availability of aryl methanes makes them the most attractive as an aroyl source. A time dependent selective mono- and bis-aroylation can be achieved. The 1,3-diarylpyrimidines exhibited regioselective aroylation of the 2-phenyl moiety irrespective of the absence or presence of any substitutent (electron withdrawing or electron donating) in the 3-phenyl moiety. For unsymmetrical azoarenes, selective aroylation took place in the phenyl moiety bearing the substituent.

Preparation method of polysubstituted pyrimidine

The invention belongs to the field of chemical synthesis, and particularly relates to a preparation method of polysubstituted pyrimidine. The method comprises the following step that amidine hydrochloride and a propiophenone compound react in the presence of an iron source compound, 1,10-phenanthroline and tetramethyl piperidine nitric oxide to obtain polysubstituted pyrimidine, wherein propiophenone or a propiophenone derivative is adopted as the propiophenone compound. According to the method, polysubstituted pyrimidine can be generated through a reaction by taking the propiophenone compound and amidine hydrochloride as reacting raw materials under combined promotion of the iron source compound, 1,10-phenanthroline and the tetramethyl piperidine nitric oxide; a strong alkaline or strong acidic environment is not needed, the reaction conditions are simple and mild, and the yield of polysubstituted pyrimidine is high. Experiment results show that the maximum yield of polysubstituted pyrimidine prepared through the method can reach 93% or above.

Cu-Catalyzed [3 + 3] Annulation for the Synthesis of Pyrimidines via β-C(sp3)-H Functionalization of Saturated Ketones

A novel, efficient, and facile approach for the synthesis of structurally important pyrimidines has been successfully developed by Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones. This method provides a new protocol for the synthesis of pyrimidines by a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization via direct β-C(sp3)-H functionalization of saturated ketones followed by annulation with amidines.

Transition Metal Free Intermolecular Direct Oxidative C-N Bond Formation to Polysubstituted Pyrimidines Using Molecular Oxygen as the Sole Oxidant

Various polysubstituted pyrimidines are smoothly formed via a base-promoted intermolecular oxidation C-N bond formation of allylic C(sp3)-H and vinylic C(sp2)-H of allyllic compounds with amidines using O2 as the sole oxid