34771-48-7

Upstream product

• 3438-46-8 4-Methylpyrimidine 
• 29509-92-0 4-chloro-6-methyl-2-phenyl-pyrimidine 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 67-64-1 acetone 
• 13036-57-2 2-chloro-4-methylpyrimidine 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 30830-26-3 3-ethoxycyclobutan-1-one 
• 1670-14-0 benzamidine monohydrochloride 
• 98-80-6 phenylboronic acid 
• 618-39-3 benzamidin 
• 70733-12-9 ethyl 4-methyl-2-phenyl-5-pyrimidinecarboxylate 
• 106184-92-3 N-tert-Butyl-N'-(N-isopropylbenzimidoyl)thioharnstoff 
• 106185-15-3 N-(tert-Butylimino-methylene)-N'-isopropyl-benzamidine 
• 6620-80-0 N-isopropylbenzimidoyl chloride 

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 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.

Cobalt-Catalyzed Cross-Coupling Reactions of Arylboronic Esters and Aryl Halides

An efficient cobalt catalyst system for the Suzuki-Miyaura cross-coupling reaction of arylboronic esters and aryl halides has been identified. In the presence of cobalt(II)/terpyridine catalyst and potassium methoxide, a diverse array of (hetero)biaryls have been prepared in moderate to excellent yields.

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.

α-Halo carbonyls enable: Meta selective primary, secondary and tertiary C-H alkylations by ruthenium catalysis

A catalytic meta selective C-H alkylation of arenes is described using a wide range of α-halo carbonyls as coupling partners. Previously unreported primary alkylations with high meta selectivity have been enabled by this methodology whereas using straight chain alkyl halides affords ortho substituted products. Mechanistic analysis reveals an activation pathway whereby cyclometalation with a ruthenium(ii) complex activates the substrate molecule and is responsible for the meta selectivity observed. A distinct second activation of the coupling partner allows site selective reaction between both components.

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.

General and rapid pyrimidine condensation by addressing the rate limiting aromatization

The rate limiting aromatization within the condensation approach toward pyrimidines utilizing amidines and activated olefins was addressed to provide for a general and rapid process. A strong solvent effect was elucidated to affect the rate for the initia

N-Bu4NI-catalyzed selective dual amination of sp3 C-H bonds: Oxidative domino synthesis of imidazo[1,5-c]quinazolines on a gram-scale

An n-Bu4NI catalyzed domino reaction that involves selective dual amination of sp3 C-H bonds has been developed. The protocol affords a facile and efficient approach to the synthesis of imidazo[1,5-c] quinazolines under mild conditions.

Palladium-Catalyzed Regioselective C-H Bond ortho-Acetoxylation of Arylpyrimidines

An efficient and regioselective palladium-catalyzed ortho C-H acetoxylation reaction was developed to afford, ortho monoacetoxylated arylpyrimidmes in good to excellent yields by using cupric trifluoroacetate as a cocatalyst. A wide variety of oxygenated

Highly efficient synthesis of pyrimidines under microwave-assisted conditions

Microwave irradiation of an amidine and alkynone in acetonitrile at 120°C gives 2,4-disubstituted and 2,4,6-trisubstituted pyrimidines in very high yield.

Reaction of 2-Dimethylaminomethylene-1,3-diones with Dinucleophiles. VIII. Synthesis of Ethyl and Methyl 2,4-Disubstituted 5-Pyrimidinecarboxylates

Reaction of ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates with N-C-N dinucleophiles such as guanidine, acetamidine or benzamidine afforded in high yields the relative esters of 4-substituted 2-amino-, 2-methyl- or 2-phenyl-5-pyrimidinecarboxylic acids, respectively.These esters were hydrolyzed to the corresponding carboxylic acids, which were converted by heating to 4-substituted 2-pyrimidinamines, 2-methyl or 2-phenylpyrimidines, respectively, generally in excellent yields.The 4-unsubstituted ethyl 2-amino-, 2-methyl- and 2-phenyl-5-pyrimidinecarboxylateswere obtained in moderate yields by reaction of the above dinucleophiles with ethyl 2,2-diformylacetate.These esters were hydrolyzed and the corresponding acids (with the exception of the 2-methyl derivative) were decarboxylated to give 2-pyrimidinamine and 2-phenylpyrimidine in satisfactory yields.