Tag: M.W=150-200

Guo, Xuelei published the artcileNickel-Catalyzed Suzuki-Miyaura Cross-Coupling Facilitated by a Weak Amine Base with Water as a Cosolvent, Quality Control of 321438-86-2, the main research area is nickel catalyst preparation Suzuki coupling reaction amine water cosolvent; aryl chloride Suzuki coupling aryl boronic acid water cosolvent; pharmaceutical substrate nickel catalyzed Suzuki cross coupling.

The development of a Ni-catalyzed Suzuki-Miyaura cross-coupling that uses a weak amine base and performs optimally with H2O as a cosolvent is reported. The aqueous amine base facilitates an equilibrium between the Ni oxidative addition complex and Ni μ-hydroxo dimers, enabling productive catalysis at low metal loadings (typically 1 mol %). A practical catalytic system is enabled using a com. available Ni oxidative addition complex as a precatalyst. The mild conditions allow high functional group tolerance and application to complex pharmaceutical substrates, one of which was demonstrated on a 50 g scale with a catalyst loading of 0.5 mol %.

Organometallics published new progress about Amines Role: RGT (Reagent), RACT (Reactant or Reagent) (weak). 321438-86-2 belongs to class pyridine-derivatives, name is 6-(Methylthio)pyridin-3-ylboronic acid, and the molecular formula is C6H8BNO2S, Quality Control of 321438-86-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Steib, Andreas K. published the artcileChemoselective Chromium(II)-Catalyzed Cross-Coupling Reactions of Dichlorinated Heteroaromatics with Functionalized Aryl Grignard Reagents, Product Details of C6H5Cl2N, the main research area is dichloropyridine quinoline grignard reagent chemoselective regioselective cross coupling chromium; chromium; cross-coupling; magnesium; nitrogen heterocycles.

Chromium(II) chloride catalyzes the chemoselective cross-coupling reaction of dichloropyridines with a range of functionalized (hetero)aromatic Grignard reagents at room temperature Functional groups, such as esters and acetals, are well tolerated in this transformation. Previously challenging substrates, quinolines and isoquinolines, participate in the selective Cr-catalyzed cross-coupling in cyclopentyl Me ether (CPME) as the solvent. The effective purging of Cr salts is demonstrated by using various solid supports.

Chemistry – A European Journal published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 132097-09-7 belongs to class pyridine-derivatives, name is 2,4-Dichloro-3-methylpyridine, and the molecular formula is C6H5Cl2N, Product Details of C6H5Cl2N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Hong-Jun published the artcileEfficient N-Arylation/Dealkylation of Electron Deficient Heteroaryl Chlorides and Bicyclic Tertiary Amines under Microwave Irradiation, Name: Ethyl 6-chloropicolinate, the main research area is heteroaryl chloroethyl piperazine microwave assisted preparation; arylation dealkylation electron deficient heteroaryl chloride bicyclic tertiary amine; microwave assisted heteroaryl chloroethyl piperidine preparation.

A highly efficient procedure was developed for the microwave-assisted synthesis of N-heteroaryl-4-(2-chloroethyl)piperazines and N-heteroaryl-4-(2-chloroethyl)piperidines. Microwave irradiation of electron deficient heteroaryl chlorides with 1,4-diazabicyclo[2.2.2]octane (DABCO) at 160 °C for 15 min led to N-heteroaryl-4-(2-chloroethyl)piperazines in good to excellent yields. In a similar manner, microwave irradiation of electron deficient heteroaryl chlorides with quinuclidine at 180 °C for 15 min provided N-heteroaryl-4-(2-chloroethyl)piperidines in good to excellent yields. Extension of the method was demonstrated by the development of a one-pot, two-step microwave-assisted protocol for the synthesis of 4-(2-acetoxyethyl)-substituted N-heteroarylpiperazines and N-heteroarylpiperidines to demonstrate the production of a small library in a parallel fashion.

Journal of Combinatorial Chemistry published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent) (hetero). 21190-89-6 belongs to class pyridine-derivatives, name is Ethyl 6-chloropicolinate, and the molecular formula is C8H8ClNO2, Name: Ethyl 6-chloropicolinate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Dongping published the artcileDimeric Manganese-Catalyzed Hydroarylation and Hydroalkenylation of Unsaturated Amides, COA of Formula: C8H8BNO2, the main research area is aralkyl alkenyl amide regioselective chemoselective preparation; gamma delta lactam regioselective preparation; dimanganese catalyst regioselective chemoselective arylation alkenylation unsaturated amide; regioselective chlorocyclization phenylsulfenocyclization unsaturated amide; alkene; alkenylation; arylation; homogeneous catalysis; manganese.

In the presence of the manganese(I) dimer Mn2Br2(CO)8, either K2CO3 or CsF, and ethanol, α,β-unsaturated amides underwent chemo- and regioselective arylation and alkenylation reactions with aryl- and alkenylboronic acids to yield β-aryl amides and γ,δ-unsaturated amides. Selected γ,δ-unsaturated amides underwent chlorocyclization and phenylsulfenocyclization reactions to yield γ- and δ-lactams.

Angewandte Chemie, International Edition published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation) (β-aryl). 917471-30-8 belongs to class pyridine-derivatives, name is (5-(Prop-1-yn-1-yl)pyridin-3-yl)boronic acid, and the molecular formula is C8H8BNO2, COA of Formula: C8H8BNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Puvvala, Srinu published the artcileOne-Pot Synthesis of 7-chloro-2-arylthieno[3,2-b]pyridin-3-ols and Their Derivatization to the Corresponding Arylamino, Arylthio, and Aryloxy Derivatives, Recommanded Product: Methyl 4-chloropicolinate, the main research area is chloroarylthienopyridinol arylamino arylthio aryloxy derivative preparation.

A simple and efficient domino reaction for synthesis of 7-chloro-2-arylthieno[3,2-b]pyridin-3-ols followed by derivatization into their corresponding aminoaryl, aryloxy , and thioaryloxy derivatives is presented. The synthesis includes thioalkylation on 3-position of Me 4-chloropicolinate followed by in situ cyclization to give 7-chloro-2-arylthieno[3,2-b]pyridin-3-ols. The substitution of the chloro group with amines, phenols and thiophenols afforded the corresponding derivatives

Journal of Heterocyclic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Recommanded Product: Methyl 4-chloropicolinate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ma, Jiajia published the artcileFacile access to fused 2D/3D rings via intermolecular cascade dearomative [2+2] cycloaddition/rearrangement reactions of quinolines with alkenes, Formula: C7H6ClNO2, the main research area is quinoline alkene iridium photochem diastereoselective intermol dearomative cycloaddition rearrangement; azatetracyclododecatriene preparation; tetrahydro benzocyclobutapyridine preparation.

Two types of energy-transfer-mediated cascade dearomative [2+2] cycloaddition/rearrangement reactions of quinoline derivatives with alkenes, which provide a straightforward avenue to 2D/3D pyridine-fused 6-5-4-3- and 6-4-6-membered ring systems are reported. Notably, this energy-transfer-mediated strategy features excellent diastereoselectivity that bypasses the general reactivity and selectivity issues of photochem. [2+2] cycloaddition of various other aromatics Tuning the aza-arene substitutions enabled selective diversion of the iridium photocatalyzed energy transfer manifold towards either cyclopropanation or cyclobutane-rearrangement products. D. functional theory calculations revealed a cascade energy transfer scenario to be operative.

Nature Catalysis published new progress about [2+2] Cycloaddition reaction catalysts (stereoselective,photochem.). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Formula: C7H6ClNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Perez-Pineiro, Rolando published the artcileSynthesis of sulfur-containing aryl and heteroaryl vinyls via Suzuki-Miyaura cross-coupling for the preparation of SERS-active polymers, Product Details of C6H8BNO2S, the main research area is sulfur aryl heteroaryl viny Suzuki coupling.

The preparation of sulfur-containing aryl and heteroaryl vinyl co-monomers via Suzuki-Miyaura cross-coupling between the corresponding mercaptomethyl arylboronates and in situ-generated vinyl bromides is described. Surface-enhanced Raman scattering (SERS) studies of the target compounds on gold nanoparticles confirmed their potential as spectroscopic tags in the fabrication of SERS-encoded polymers for combinatorial screening and biomedical diagnostics.

Tetrahedron Letters published new progress about Aryl alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 321438-86-2 belongs to class pyridine-derivatives, name is 6-(Methylthio)pyridin-3-ylboronic acid, and the molecular formula is C6H8BNO2S, Product Details of C6H8BNO2S.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Swahn, Britt-Marie published the artcileDesign and Synthesis of β-Site Amyloid Precursor Protein Cleaving Enzyme (BACE1) Inhibitors with in Vivo Brain Reduction of β-Amyloid Peptides, SDS of cas: 917471-30-8, the main research area is aminoisoindole BACE1 inhibitor brain reduction beta amyloid peptide.

The evaluation of a series of aminoisoindoles as β-site amyloid precursor protein cleaving enzyme 1 (BACE1) inhibitors and the discovery of a clin. candidate drug for Alzheimer’s disease, (S)-32 (I, AZD3839), are described. The improvement in permeability properties by the introduction of fluorine adjacent to the amidine moiety, resulting in in vivo brain reduction of Aβ40, is discussed. Due to the basic nature of these compounds, they displayed affinity for the human ether-a-go-go related gene (hERG) ion channel. Different ways to reduce hERG inhibition and increase hERG margins for this series are described, culminating in (S)-16 (II) and (R)-41 (III) showing large in vitro margins with BACE1 cell IC50 values of 8.6 and 0.16 nM, resp., and hERG IC50 values of 16 and 2.8 μM, resp. Several compounds were advanced into pharmacodynamic studies and demonstrated significant reduction of β-amyloid peptides in mouse brain following oral dosing.

Journal of Medicinal Chemistry published new progress about Absolute configuration (enantiomer preference for enzyme binding). 917471-30-8 belongs to class pyridine-derivatives, name is (5-(Prop-1-yn-1-yl)pyridin-3-yl)boronic acid, and the molecular formula is C8H8BNO2, SDS of cas: 917471-30-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Yaping published the artcileOne-Pot Double Benzylation of 2-Substituted Pyridines using Palladium-Catalyzed Decarboxylative Coupling of sp2 and sp3 Carbons, Application of 3-Methylpicolinic acid hydrochloride, the main research area is diarylmethane preparation; picolinic acid benzyl bromide decarboxylative double benzylation palladium silver.

An efficient and practical decarboxylative double benzylation method for various 2-picolinic acids has been established by using a bimetallic catalytic system of palladium(II) chloride (PdCl2) and silver(I) oxide (Ag2O), which offered a variety of diarylmethane derivatives e.g., I, with moderate to good yields.

Advanced Synthesis & Catalysis published new progress about Aralkyl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 123811-72-3 belongs to class pyridine-derivatives, name is 3-Methylpicolinic acid hydrochloride, and the molecular formula is C7H8ClNO2, Application of 3-Methylpicolinic acid hydrochloride.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ding, Chunyong published the artcileExploration of Synthetic Approaches and Pharmacological Evaluation of PNU-69176E and Its Stereoisomer as 5-HT2C Receptor Allosteric Modulators, Quality Control of 24484-93-3, the main research area is modulator 5HT2C receptor PNU69176E stereoisomer preparation structure activity.

Allosteric modulators of the serotonin (5-HT) 5-HT2C receptor (5-HT2CR) present a unique drug design strategy to augment the response to endogenous 5-HT in a site- and event-specific manner with great potential as novel central nervous system probes and therapeutics. To date, PNU-69176E is the only reported selective pos. allosteric modulator for the 5-HT2CR. For the first time, an optimized synthetic route to readily access PNU-69176E (1) and its diastereomer 2 has been established in moderate to good overall yields over 10 steps starting from com. available picolinic acid. This synthetic approach not only enables a feasible preparation of a sufficient amount of 1 for use as a reference compound for secondary pharmacol. studies, but also provides an efficient synthesis of key intermediates to develop novel and simplified 5-HT2CR allosteric modulators. Compound 1 and its diastereomer 2 were functionally characterized in Chinese hamster ovary (CHO) cells stably transfected with the 5-HT2CR using an intracellular calcium (Cai2+) release assay. Compound 1 demonstrated efficacy and potency as an allosteric modulator for the 5-HT2CR with no intrinsic agonist activity. Compound 1 did not alter 5-HT-evoked Cai2+ in CHO cells stably transfected with the highly homologous 5-HT2AR. In contrast, the diastereomer 2 did not alter 5-HT-evoked Cai2+ release in 5-HT2AR-CHO or 5-HT2CR-CHO cells or exhibit intrinsic agonist activity.

ACS Chemical Neuroscience published new progress about 5-HT2A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Quality Control of 24484-93-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem