53967-68-3

Upstream product

• 4595-59-9 5-bromopyrimidine 
• 74-85-1 ethene 
• 1826-67-1 vinyl magnesium bromide 
• 75927-49-0 pinacol vinylboronate 
• 7486-35-3 tri-n-butyl(vinyl)tin 

Downstream Products

• 35782-34-4 trans-5-(β-phenylvinyl)pyrimidine 
• 1305318-33-5 5-(1-phenylethyl)pyrimidine 

Relevant academic research and scientific papers

Discovery of 6-(pyrimidin-5-ylmethyl)quinoline-8-carboxamide negative allosteric modulators of metabotropic glutamate receptor subtype 5

Based on previous work that established fused heterocycles as viable alternatives for the picolinamide core of our lead series of mGlu5 negative allosteric modulators (NAMs), we designed a novel series of 6-(pyrimidin-5-ylmethyl)quinoline-8-carboxamide mGlu5 NAMs. These new quinoline derivatives also contained carbon linkers as replacements for the diaryl ether oxygen atom common to our previously published chemotypes. Compounds were evaluated in a cell-based functional mGlu5 assay, and an exemplar analog 27 was >60-fold selective versus the other seven mGlu receptors. Selected compounds were also studied in metabolic stability assays in rat and human S9 hepatic fractions and exhibited a mixture of P450- and non-P450-mediated metabolism.

Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors

A fragment library of electrophilic small heterocycles was characterized through cysteine-reactivity and aqueous stability tests that suggested their potential as covalent warheads. The analysis of theoretical and experimental descriptors revealed correlations between the electronic properties of the heterocyclic cores and their reactivity against GSH that are helpful in identifying suitable fragments for cysteines with specific nucleophilicity. The most important advantage of these fragments is that they show only minimal structural differences from non-electrophilic counterparts. Therefore, they could be used effectively in the design of targeted covalent inhibitors with minimal influence on key non-covalent interactions.

Substituted Bicyclic Heteroaryl Carboxamide Analogs As Mglur5 Negative Allosteric Modulators

Disclosed are negative allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGluR5); synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating neurological and psychiatric disorders associated with glutamate dysfunction using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Palladium nanoparticles supported on agarose-functionalized magnetic nanoparticles of Fe3O4 as a recyclable catalyst for C-C bond formation via Suzuki-Miyaura, Heck-Mizoroki and Sonogashira-Hagihara coupling reactions

In this paper, the preparation of palladium nanoparticles supported on agarose-functionalized magnetic nanoparticles of Fe3O4 is described. The new material was characterized by EDX, TEM, TGA, FT-IR, VSM, AAS, and solid UV-visible analysis. This magnetic material has been successfully applied as a highly efficient, magnetically recoverable and air-stable catalyst for the Suzuki-Miyaura, Heck-Mizoroki and Sonogashira-Hagihara coupling reactions. Using this material as a catalyst, a wide range of substrates was employed for carbon-carbon bond formation in wet PEG 200.

N-heterocyclic carbene catalyzed umpolung of styrenes: Mechanistic elucidation and selective tail-to-tail dimerization

The reaction between N-heterocyclic carbenes (NHCs) and styrenes yields alkyl-substituted azolium salts, which are able to form nucleophilic deoxy Breslow intermediates by simple deprotonation. This hitherto unknown reaction of NHCs represents a new way to generate deoxy Breslow intermediates and paves the way for the selective NHC-catalyzed tail-to-tail homodimerization of styrenes. This reaction significantly broadens the scope of the Michael umpolung and provides a new method to generate 1,4-diaryl compounds.

Isoxazolines as Therapeutic Agents

The present invention provides compound of Formula (I) biologically active metabolites, pro-drugs, isomers, stereoisomers, solvates, hydrates and pharmaceutically acceptable salts thereof wherein the variables are defined herein. The compounds of the invention are useful for treating immunological conditions.

Fluorous oxime palladacycle: A precatalyst for carbon-carbon coupling reactions in aqueous and organic medium

To facilitate precatalyst recovery and reuse, we have developed a fluorous, oxime-based palladacycle 1 and demonstrated that it is a very efficient and versatile precatalyst for a wide range of carbon-carbon bond formation reactions (Suzuki-Miyaura, Sonogashira, Stille, Heck, Glaser-type, and Kumada) in either aqueous or organic medium under microwave irradiation. Palladacycle 1 could be recovered through F-SPE in various coupling reactions with recovery ranging from 84 to 95% for the first cycle. Inductively coupled plasma optical emission spectrometry (ICP-OES) analyses of the Pd content in the crude product from each class of transformation indicated extremely low levels of leaching and the palladacycle could be reused four to five times without significant loss of activity.

BRIDGEHEAD AMINE RING-FUSED INDOLES AND INDOLINES

The present application relates to indole and indoline derivatives of formula (I), formula (II), formula (III), or formula (IV) wherein a, R2, R3, h, k, m, n, L, Q, X, and Z are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating disease conditions using such compounds and compositions.

Superacid-promoted additions involving vinyl-substituted pyrimidines, quinoxalines, and quinazolines: Mechanisms correlated to charge distributions

The superacid-promoted reactions of vinyl-substituted N-heterocycles have been studied. Diprotonated pyrimidines, quinoxalines, and quinazolines exhibit an unusual regioelectronic effect that controls the type of addition reaction observed. Depending on the ring position of the vinyl substituent, either conjugate addition or Markovnikov addition occurs. The mode of addition has been shown to correlate well to NBO calculated charges.

AZEPINO [4, 5-B] INDOLES AND METHODS OF USE

This disclosure relates to new azepino[4,5-b]indole compounds that may be used to modulate a histamine receptor in an individual. Novel compounds are described, including new 1, 2,3,4,5, 6-tetrahydroazepino[4,5-b]indoles. Pharmaceutical compositions are also provided.