86803-29-4

Usage

Imidazole derivative

A heterocyclic compound with a five-membered ring containing three carbon atoms and two nitrogen atoms 1-Trityl-4-vinyl-1H-imidazole is derived from imidazole, which is a heterocyclic compound with a five-membered ring structure.

Trityl group

A protective group for the imidazole nitrogen atom The presence of a trityl group in the compound provides protection for the nitrogen atom, allowing for selective reactions to occur at other positions on the imidazole ring.

Vinyl group

Allows for further functionalization of the compound The vinyl group attached to the imidazole ring enables additional functionalization through various organic reactions.

Organic synthesis

Commonly used in organic synthesis 1-Trityl-4-vinyl-1H-imidazole is widely used as a building block for the preparation of various functionalized imidazole derivatives.

Versatile chemical compound

Applications in organic chemistry and material science The compound has a broad range of applications in both organic chemistry and material science due to its unique structure and reactivity.

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 33016-47-6 (1-tritylimidazol-4-yl)carboxaldehyde 
• 76-83-5 trityl chloride 
• 74-83-9 methyl bromide 
• 96797-15-8 N-trityl-4⁽⁵⁾-iodoimidazole 
• 75927-49-0 pinacol vinylboronate 
• 104-98-3 urocanic acid 
• 3718-04-5 4⁽⁵⁾-vinyl imidazole 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 117257-71-3 1-triphenylmethyl-4-(2-bromoethyl)imidazole 

Downstream Products

• 3718-04-5 4⁽⁵⁾-vinyl imidazole 
• 680186-41-8 4-(1,2-dibromoethyl)-1-trityl-1H-imidazole 
• 403485-94-9 C₄₄H₃₉ClN₄O₂S 
• 352695-86-4 4-(2-azido-1,1-difluoroethyl)-1-trityl-1H-imidazole 
• 352695-87-5 2,2-difluoro-2-(1-trityl-1H-imidazol-4-yl)-ethylamine 
• 352695-78-4 4-(2-bromo-1,1-difluoroethyl)-1-trityl-1H-imidazole 
• 352695-85-3 4-(2-azido-1-fluoroethyl)-1-trityl-1H-imidazole 
• 352695-83-1 2-fluoro-2-(1-trityl-1H-imidazol-4-yl)ethylamine 
• 352695-76-2 4-(1-fluorovinyl)-1-trityl-1H-imidazole 
• 195053-92-0 1-(Triphenylmethyl)-4-(2-amino-1-ethyl)imidazole 
• 680186-45-2 (E)-2-bromo-3-fluoro-3-(1-trityl-1H-imidazol-4-yl)prop-2-en-1-ol 
• 438206-68-9 (Z)-3-fluoro-3-(1-trityl-1H-imidazol-4-yl)prop-2-en-1-ol 
• 680186-47-4 (1-trityl-1H-imidazol-4-yl)-propynoic acid ethyl ester 
• 680186-40-7 3-(1-trityl-1H-imidazol-4-yl)-prop-2-yn-1-ol 

Relevant academic research and scientific papers

Functionalization of the Imidazole Backbone by Means of a Tailored and Optimized Oxidative Heck Cross-Coupling

A general and selective Pd-catalyzed cross-coupling of aromatic boronic acids with vinyl-imidazoles is disclosed. Unlike most cross-coupling reactions, this method operates well in absence of bases avoiding the formation of by-products. The reactivity is highly enhanced by the presence of nitrogen-based ligands, in particular bathocuproine. The method involves MnO2 as oxidant for the oxidation Pd (0)→Pd (II), a much weaker oxidant than previously reported in the literature. This allows for the use of reactants that possess a multitude of functional groups. A scope and limitation study involving a series of 24 boronic acids, whereof 18 afforded TMs in yields in the range 41–95%. The disclosed method constitutes the first general method for the oxidative Heck cross-coupling on the imidazole scaffold, which moreover operates with a selection of other heterocycles. (Figure presented.).

Thermal 1,3-Trityl migrations in diels-alder domino reactions of 1-Trityl-4-vinyl-1 H-imidazoles

(Figure presented) Under thermal conditions, tritylimidazoles have been shown to undergo sterically driven N→N trityl migrations, in disagreement with previously published reports. These migrations are a key step in several highly diastereoselective domin

TRIAZINE COMPOUNDS AS KINASE INHIBITORS

The present invention relates to triazine compounds that are useful as kinase inhibitors. More particularly, the present invention relates to morpholino substituted triazines, methods for their preparation, pharmaceutical compositions containing these compounds and uses of these compounds in the treatment of proliferative disorders. These compounds may be useful as medicaments for the treatment of a number of proliferative disorders including tumours and cancers as well as other disorders or conditions related to or associated with mTOR kinases or PI3 kinases. The compounds are of the formula (I)

The kulinkovich reaction in the synthesis of constrained N,N-dialkyl neurotransmitter analogues

An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These compounds were made in 1 to 5 steps from readily available starting materials.

Preparation and diels-alder chemistry of 4-vinylimidazoles

(Chemical Equation Presented) Various 4-vinylimidazole derivatives have been prepared from the corresponding 4-iodoimidazoles or from urocanic acid. Several methods for the elaboration of these vinylimidazoles and their Diels-Alder reactions are reported. All of the vinylimidazoles prepared in the course of this study react with N-phenylmaleimide quite readily with mild thermal activation providing a single cycloadduct, in most cases the initial, nonaromatic adduct. With more electron rich substrates, there is a tendency for these initial cycloadducts to undergo aromatization, ene reaction, and oxidation although this can be circumvented to a large extent by the choice of reaction conditions. Limited reactions were observed with other dienophiles, providing the expected cycloadducts in most cases, although an abnormal adduct was obtained in one case with dimethyl acetylene dicarboxylate. These substrates also participate in regioselective Diels-Alder reactions with monoactivated dienophiles, but require fairly forcing conditions, thus only providing the aromatized cycloadducts in modest yields. An investigation of substituent effects at the 2-position of the imidazole moiety was undertaken, in which electron-donating and weakly electron-withdrawing substituents are tolerated. In addition, several substrates with terminally substituted vinyl moieties have been investigated.

Novel farnesyl protein transferase inhibitors as antitumor agents

Disclosed are novel tricyclic compounds represented by the formula (1.0): and a pharmaceutically acceptable salt or solvate thereof. The compounds are useful for inhibiting farnesyl protein transferase. Also disclosed are pharmaceutical compositions comprising compounds of formula 1.0. Also disclosed are methods of treating cancer using the compounds of formula 1.0.

Novel farnesyl protein transferase inhibitors as antitumor agents

Disclosed are novel tricyclic compounds represented by the formula (1.0): or a pharmaceutically acceptable salt or solvate thereof. The compounds are useful for inhibiting farnesyl protein transferase. Also disclosed are pharmaceutical compositions comprising compounds of formula 1.0. Also disclosed are methods of treating cancer using the compounds of formula 1.0.

Synthesis and Diels-Alder reactions of 4-vinylimidazoles

(equation presented) The synthesis of several 4-vinylimidazoles via Stille cross-coupling reactions of the corresponding protected 4-iodoimidazoles with tributylvinylstannane is described. These heterocyclic dienes are shown to be effective partners in th

4(5)-Vinylimidazole by Dehydrobromination of 1-Triphenylmethyl-4-(2-bromoethyl)imidazole

1-Triphenylmethyl-4-(2-bromoethyl)imidazole undergoes elimination upon basic treatment providing an approach to 4(5)-vinylimidazole whereas the N-unsubstituted analogue leads only to substitution products.

IMPROVED SYNTHESES OF VINYL IMIDAZOLES

A series of vinylimidazoles were synthesized via Witting reactions on N-tritylimidazole-4-carboxaldehyde.Activated phosphonate ylids afforded yields in excess of 90percent while the yields from unactivated ylids ranged from 10-82percent.The trityl group m