Tag: M.W=250-300

Meti, Puttavva published the artcileRegioselective synthesis of dipyrrolopyrazine (DPP) derivatives via metal free and metal catalyzed amination and investigation of their optical and thermal properties, Computed Properties of 566205-01-4, the main research area is dipyrrolopyrazine derivative preparation regioselective; dihalo pyrrolopyrazine alkyne metal catalyst amination reaction.

An efficient methods for the synthesis of dipyrrolopyrazine derivatives, I [R1 = H, C6H5; R2 = C6H5, 4-F-C6H4, (CH3)2NC6H4, cyclopropyl, etc.] and II and pyrrolothieno-pyrazine derivatives, III (X = H, C6H5) that involve regioselective amination reactions of dihalo-pyrrolopyrazines IV [Y = H, CH3, 4-CH3C6H4S(O)2; A = Br; B = Cl] is reported. The developed protocol readily affords either 2-amino- or 3-amino-pyrrolopyrazines IV (A = Br, NHCH3; B = Cl, NHCH3) from the corresponding 2-bromo-3-chloro-5H-pyrrolo[2,3-b]pyrazines IV (A = Br; B = Cl). When the amination reactions was carried under metal-free microwave irradiation, 3-amino-pyrrolopyrazines IV (A = Br; B = NHCH3) was obtained exclusively. In contrast, Buchwald cross coupling of the 2-bromo-3-chloro-5H-pyrrolo[2,3-b]pyrazines IV (A = Br; B = Cl) affords only 2-amino-pyrrolopyrazine IV (A = NHCH3; B = Cl). The pyrrolopyrazine scaffolds was converted to the resp. 1,7- I and 1,5-dihydrodipyrrolo[2,3-b]pyrazines derivatives II using Sonogashira reactions. A comprehensive study of the optical properties, thermal properties, and mol. packing of the synthesized compounds was carried out. The results indicate that the 1,7-derivatives I may be promising organic materials for optoelectronic applications.

RSC Advances published new progress about Amination. 566205-01-4 belongs to class pyrazines, name is 2-Amino-3,5-dibromo-6-chloropyrazine, and the molecular formula is C4H2Br2ClN3, Computed Properties of 566205-01-4.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Oechsle, Peter published the artcileConcise Synthesis of Dithiophene Derivatives by a Palladium- Catalyzed Multiple C-S Cross Coupling/Cyclization Sequence, Safety of 2-Amino-3,5-dibromo-6-chloropyrazine, the main research area is bisalkyne dihalo palladium cross coupling cyclization catalyst; dithiophene fused preparation.

The facile synthesis of new sulfur-containing fused heterocycles, e.g., I, was achieved by a two-fold domino reaction consisting of a carbon-sulfur cross-coupling, followed by a 5-endo-dig cyclization. Using this strategy a series of benzo-, thiopheno-, pyridine- and pyrazino-dithienoacenes with electron-neutral (-C6H4-n-Hex), electron-rich (-C6H4-NPh2) and electron-deficient (-C4H3N2) substituents was synthesized in high yields. The developed method was applied in the efficient synthesis of a complex donor-acceptor mol. The photophys. and electrochem. properties of the products were analyzed by UV-VIS/luminescence spectroscopy and cyclic voltammetry.

Advanced Synthesis & Catalysis published new progress about Aromatic hydrocarbons, aryl alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (dihalo dialkynes). 566205-01-4 belongs to class pyrazines, name is 2-Amino-3,5-dibromo-6-chloropyrazine, and the molecular formula is C4H2Br2ClN3, Safety of 2-Amino-3,5-dibromo-6-chloropyrazine.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Mosrin, Marc; Knochel, Paul published the artcile< TMPZnCl·LiCl: A New Active Selective Base for the Directed Zincation of Sensitive Aromatics and Heteroaromatics>, Electric Literature of 136866-30-3, the main research area is tetramethylpiperidide zinc chloride reagent selective zincation aromatic heteroaromatic substrate; aryl heteroaryl zinc intermediate preparation coupling electrophile aryl allyl.

A wide range of polyfunctional aryl and heteroaryl Zn reagents were efficiently prepared in THF via direct zincation using TMPZnCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidide), a new exceptionally mild and efficient base. Activated arenes and heteroarenes are metalated at room temperature Remarkably, sensitive functions such as an aldehyde as well as a nitro group are tolerated, expanding significantly the scope of directed metalations.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl and heteroaryl). 136866-30-3 belongs to class pyrazines, and the molecular formula is C4HCl2IN2, Electric Literature of 136866-30-3.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Blair, Victoria L.; Blakemore, David C.; Hay, Duncan; Hevia, Eva; Pryde, David C. published the artcile< Alkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex, (THF)Li(TMP)Zn(tBu)2 and applications in in situ cross coupling reactions>, Computed Properties of 136866-30-3, the main research area is zincation nitrogen heterocycle reactant quench iodine reagent iodoheterocycle preparation; heteroarylzincate preparation palladium catalyzed Negishi cross coupling arylheterocycle preparation.

This study investigates the ability of the mixed-metal reagent [Li(TMP)Zn(tBu)2] (I) to promote direct Zn-H exchange reactions (zincations) of a wide range of N-heterocyclic mols. The generated metalated intermediates from these reactions are intercepted with I2 to yield iodoheterocycles, e.g. 3-iodo-2-methoxypyridine, and some of them are also employed as precursors in Pd-catalyzed Negishi cross-coupling applications yielding arylated N-heterocycles, e.g. 4-(4-chlorophenyl)-2-methoxypyridine. A comparison with recent precedents in metalation chem. reveals that for some of these heterocycles, I allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities.

Tetrahedron Letters published new progress about Group 12 element compounds, zincates Role: FMU (Formation, Unclassified), RCT (Reactant), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 136866-30-3 belongs to class pyrazines, and the molecular formula is C4HCl2IN2, Computed Properties of 136866-30-3.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Huang, Ying; Zhang, Jeff; Yu, Zhengtian; Zhang, Hailong; Wang, Youzhen; Lingel, Andreas; Qi, Wei; Gu, Justin; Zhao, Kehao; Shultz, Michael D.; Wang, Long; Fu, Xingnian; Sun, Yongfeng; Zhang, Qiong; Jiang, Xiangqing; Zhang, Jiangwei; Zhang, Chunye; Li, Ling; Zeng, Jue; Feng, Lijian; Zhang, Chao; Liu, Yueqin; Zhang, Man; Zhang, Lijun; Zhao, Mengxi; Gao, Zhenting; Liu, Xianghui; Fang, Douglas; Guo, Haibing; Mi, Yuan; Gabriel, Tobias; Dillon, Michael P.; Atadja, Peter; Oyang, Counde published the artcile< Discovery of First-in-Class, Potent, and Orally Bioavailable Embryonic Ectoderm Development (EED) Inhibitor with Robust Anticancer Efficacy>, Application In Synthesis of 136866-30-3, the main research area is EED226 preparation polycomb repressive complex PRC2 EED inhibitor bioavailability.

Overexpression and somatic heterozygous mutations of EZH2, the catalytic subunit Polycomb repressive complex 2 (PRC2), are associated with several tumor types. EZH2 inhibitor, EPZ-6438 (Tazemetostat), demonstrated clin. efficacy in patients with acceptable safety profile as monotherapy. EED, another subunit of PRC2 complex, is essential for its histone methyltransferase activity through direct binding to trimethylated lysine 27 on histone 3 (H3K27Me3). Herein the authors disclose the discovery of a first-in-class potent, selective and orally bioavailable EED inhibitor EED226 (compound 43). Guided by x-ray crystallog., compound 43 discovered by fragmentation and regrowth of Compound (I), a PRC2 HTS hit that directly binds EED. Scaffold hopping followed by ensuing multi-parameter optimization led to the discovery compound 43. Compound 43 induces robust and sustained tumor regression in EZH2MUT pre-clin. DLBCL model. For the first time specific and direct inhibition of EED can be effective as an anti-cancer strategy.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 136866-30-3 belongs to class pyrazines, and the molecular formula is C4HCl2IN2, Application In Synthesis of 136866-30-3.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Scales, Stephanie; Johnson, Sarah; Hu, Qiyue; Do, Quyen-Quyen; Richardson, Paul; Wang, Fen; Braganza, John; Ren, Shijian; Wan, Yadong; Zheng, Baojiang; Faizi, Darius; McAlpine, Indrawan published the artcile< Studies on the Regioselective Nucleophilic Aromatic Substitution (SNAr) Reaction of 2-Substituted 3,5-Dichloropyrazines>, Formula: C4HCl2IN2, the main research area is regioselective nucleophilic aromatic substitution reaction substituted dichloropyrazine.

Differences in regioselectivity were observed during the SNAr reaction of amines with unsym. 3,5-dichloropyrazines. This study revealed that when the 2-position of the pyrazine was occupied with an electron-withdrawing group (EWG), nucleophilic attack occurred preferentially at the 5-position. When the 2-position was substituted with an electron-donating group (EDG), nucleophilic attack occurred preferentially at the 3-position. These results are reported along with a computational rationale for the exptl. observations based on the Fukui index at the reacting centers.

Organic Letters published new progress about Aromatic substitution reaction (nucleophilic, regioselective). 136866-30-3 belongs to class pyrazines, and the molecular formula is C4HCl2IN2, Formula: C4HCl2IN2.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Turck, A.; Trohay, D.; Mojovic, L.; Ple, N.; Queguiner, G. published the artcile< Metalation of diazines. IV. Lithiation of sym-disubstituted pyrazines>, Reference of 136866-30-3, the main research area is metalation diazine; oxidation pyrazinyl alc; ketone pyrazinyl; coupling iodopyrazine phenylacetylene; pyrazine lithiation reaction electrophile; diazaxanthone.

Conditions for the metalation of 2,6-dichloro- and 2,6-dimethoxypyrazine are defined and the lithio-derivatives are shown to react with some electrophiles. A convenient synthesis of a diazaxanthone from the lithio-derivative of the dichloro-compound is described. Couplings between phenylacetylene and iodo-derivatives of pyrazine have been carried out.

Journal of Organometallic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 136866-30-3 belongs to class pyrazines, and the molecular formula is C4HCl2IN2, Reference of 136866-30-3.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem