Category: 136866-30-3

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

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

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

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

Application of 136866-30-3,Some common heterocyclic compound, 136866-30-3, name is 3,5-Dichloro-2-iodopyrazine, molecular formula is C4HCl2IN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation Example 372 A mixture of 3,5-dichloro-2-iodopyrazine (2 g), cyclopropylboronic acid (750 mg), tetrakistriphenylphosphine palladium (0) (1.68 g), potassium phosphate (3.09 g), toluene (40 mL), and water (4 mL) was stirred at 110 C. overnight. After leaving to be cooled, the insoluble matter was removed by decantation, followed liquid separation by the addition of ethyl acetate and water. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=98:2) to obtain 3,5-dichloro-2-cyclopropylpyrazine (784 mg) as a colorless oily material.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloro-2-iodopyrazine, its application will become more common.

Reference:
Patent; ASTELLAS PHARMA INC.; Matsuya, Takahiro; Kondoh, Yutaka; Shimada, Itsuro; Kikuchi, Shigetoshi; Iida, Maiko; Onda, Kenichi; Fukudome, Hiroki; Takemoto, Yukihiro; Shindou, Nobuaki; Sakagami, Hideki; Hamaguchi, Hisao; US2014/323463; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem