53975-33-0

Upstream product

• 99-90-1 para-bromoacetophenone 
• 77287-34-4 formamide 
• 6966-73-0 triformylaminomethane 
• 122-51-0 orthoformic acid triethyl ester 
• 290-87-9 1,3,5-Triazine 
• 5467-74-3 4-Bromophenylboronic acid 
• 31462-56-3 4-brornopyrirnidine 
• 59862-55-4 p-bromoacetophenone oxime 
• 299456-72-7 1-(4-bromophenyl)ethanone O-acetyl oxime 
• 149-73-5 trimethyl orthoformate 
• 3473-63-0 formamidine acetic acid 
• 73387-60-7 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one 
• 98-86-2 acetophenone 

Downstream Products

• 145654-85-9 4-(4-bromophenyl)-6-n-butyl-pyrimidine 
• 145654-63-3 3-(1,3-dioxolan-2-yl)-1-(4-(2-pyrimidyl)phenyl)-1-propanone 
• 181133-22-2 N-(3,4-Dimethyl-5-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-4'-(4-pyrimidinyl)[1,1'-biphenyl]-2-sulfonamide 
• 145654-70-2 4-(4-(1-n-propyl-2-1H-pyrryl)phenyl)pyrimidine 
• 16495-82-2 4-(4-nitrophenyl)pyrimidine 
• 1450897-59-2 4-(4-(methylthio)phenyl)pyrimidine 
• 1566622-88-5 C₂₂H₁₅BrN₂O₃ 
• 883822-83-1 C₂₄H₁₉BrN₂O₄ 
• 1566622-93-2 C₂₂H₁₄BrClN₂O₂ 
• 1566622-97-6 C₂₂H₁₄BrClN₂O₃ 
• 302912-76-1 C₂₃H₁₆BrClN₂O₃ 
• 302912-78-3 C₂₃H₁₆Br₂N₂O₃ 
• 1566623-02-6 C₂₂H₁₄BrN₃O₅ 

Relevant academic research and scientific papers

Asymmetric pyrene derivatives comprising aryl amine group and organic light-emitting diode including the same

The present invention relates to asymmetric pyrene derivatives represented by chemical formula A or chemical formula B and to an organic light-emitting device including the same, wherein substituents of Ar1, Ar2, Ar3, Ar4, Z and m are as defined in the detailed description of the present invention.

Catalyst free synthesis of mono- and disubstituted pyrimidines from O-acyl oximes

Transition-metal or iodine catalyzed transformations of O-acyl oximes to various N-heterocycles are well established. Herein, we report a catalyst free, oxime carboxylate based, three-component condensation method to access mono- and disubstituted pyrimidines. A broad range of substituted pyrimidines were prepared in moderate to excellent yields. Control experiments reveal that in situ generated formamidine is the key intermediate.

Oxidative Annulations Involving DMSO and Formamide: K2S2O8 Mediated Syntheses of Quinolines and Pyrimidines

An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K2S2O8 involving anilines, aryl ketones, and DMSO as a methine (=CH-) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C-N and C-C bond formations, and cyclization. The application of this strategy to the activation of acetophenone-formamide conjugates toward the synthesis of 4-arylpyrimidines is also described.

Synthesis, and docking studies of phenylpyrimidine-carboxamide derivatives bearing 1H-pyrrolo[2,3-b]pyridine moiety as c-Met inhibitors

Four series of phenylpyrimidine-carboxamide derivatives bearing 1H-pyrrolo[2,3-b]pyridine moiety (14a-e, 15a-g, 16a-e and 17a-g) were designed, synthesized and evaluated for the IC50 values against three cancer cell lines (A549, PC-3 and MCF-7). Four selected compounds (15e, 16a-b and 17a) were further evaluated for the activity against c-Met kinase, HepG2 and Hela cell lines. Most of the compounds showed excellent cytotoxicity activity and selectivity with the IC50 valuables in single-digit μM to nanomole range. Eleven of them are equal to more active than positive control Foretinib against one or more cell lines. The most promising compound 15e showed superior activity to Foretinib against A549, PC-3 and MCF-7 cell lines, with the IC50 values of 0.14 ± 0.08 μM, 0.24 ± 0.07 μM and 0.02 ± 0.01 μM, which were 4.6, 1.6 and 473.5 times more active than Foretinib (0.64 ± 0.26 μM, 0.39 ± 0.11 μM, 9.47 ± 0.22 μM), respectively. Structure-activity relationships (SARs) and docking studies indicated that the replacement of phenylpicolinamide scaffold with phenylpyrimidine fragment of the target compounds was benefit for the activity. What's more, the introduction of fluoro atom to the aminophenoxy part played no significant impact on the activity and any substituent group on aryl group is unfavourable for the activity.

Synthesis, activity and docking studies of phenylpyrimidine–carboxamide Sorafenib derivatives

Two series of Sorafenib derivatives bearing phenylpyrimidine–carboxamide moiety (16a–g and 17a–p) were designed, synthesized and evaluated for the IC50values against three cancer cell lines (A549, MCF-7 and PC-3). Two selected compounds (17f and 17n) were further evaluated for the activity against VEGFR2/KDR kinase. More than half of the synthesized compounds showed moderate to excellent activity against three cancer cell lines. Compound 17f showed equal activity to Sorafenib against MCF-7 cell line, with the IC50values of 6.35 ± 0.43 μM. Meanwhile, compound 17n revealed more active than Sorafenib against A549 cell line, with the IC50values of 3.39 ± 0.37 μM. Structure–activity relationships (SARs) and docking studies indicated that the second series (17a–p) showed more active than the first series (16a–g). What's more, the introduction of fluoro atom to the phenoxy part played no significant impact on activity. In addition, the presence of electron-donating on aryl group was benefit for the activity.

Direct access to pyrimidines through organocatalytic inverse-electron-demand Diels-Alder reaction of ketones with 1,3,5-triazine

An organocatalytic inverse-electron-demand Diels-Alder reaction of ketones with 1,3,5-triazine through enamine catalysis has been developed. This method could furnish 4,5-disubstituted pyrimidines in good yields and high levels of regioselectivities.

One-pot synthesis of pyrimidines under solvent-free conditions

N,N,N',N'-Tetrabromobenzene-1,3-disulfonamide was used as an efficient catalyst for the one-pot synthesis of pyrimidine derivatives in excellent yields from triethoxymethane, ammonium acetate, and various ketone derivatives at 100-110 °C under solvent-fre

One-pot and three-component synthesis of substituted pyrimidines catalysed by boron sulfuric acid under solvent-free conditions

An efficient, simple and one-pot synthesis of pyrimidine derivatives by a three-component reaction of ketones, triethyl orthoformate, and ammonium acetate in the presence of boron sulfuric acid as a reusable and efficient catalyst under solvent-free conditions is reported. The reusability of catalyst, simplicity of the starting materials, short reaction time, one-pot, and good yields of products are the main advantages.

Fast and green one-pot multicomponent synthesis of a library of pyrrolo[1,2-c] pyrimidines under microwave irradiation

A simple, clean and rapid one-pot three component, microwave-assisted synthesis of pyrrolo[1,2-c]pyrimidine derivatives starting from various substituted pyrimidines, 2-bromoacetophenones and nonsymmetrical, electron deficient alkynes in 1,2-epoxybutane which acts both as solvent and acid scavenger is reported. This one-pot three component synthesis implies short reaction times being at the same time highly cost-effective and environmental friendly.

Synthesis of pyrimidines from ketones using microwave irradiation

A simple, high yielding synthesis of pyrimidines from ketones in the presence of HMDS and formamide is described. Under microwave irradiation, heteroaromatic, aryl, aliphatic, and cyclic ketones cyclized to give pyrimidines in good yields.