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6-Aminopyrazine-2-boronic acid pinacol ester is a chemical compound characterized by the molecular formula C12H18BN3O3. It is a versatile reagent in organic synthesis, particularly for the construction of pharmaceutical and agrochemical compounds. The presence of the pinacol ester group in its structure makes it a valuable building block for cross-coupling reactions, while its boronic acid functionality allows it to engage in Suzuki-Miyaura coupling reactions. Furthermore, it has been considered for its potential as a fluorescent probe in biological imaging due to its distinctive properties.

947249-41-4

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947249-41-4 Usage

Uses

Used in Organic Synthesis:
6-Aminopyrazine-2-boronic acid pinacol ester is used as a reagent in the synthesis of various pharmaceutical and agrochemical compounds. Its pinacol ester moiety and boronic acid group contribute to its utility in cross-coupling reactions, making it a key component in the development of new and innovative molecules.
Used in Cross-Coupling Reactions:
In the field of organic chemistry, 6-aminopyrazine-2-boronic acid pinacol ester is utilized as a building block for cross-coupling reactions. Its pinacol ester functionality facilitates these reactions, enabling the formation of new carbon-carbon bonds and the synthesis of complex organic molecules.
Used in Suzuki-Miyaura Coupling Reactions:
6-Aminopyrazine-2-boronic acid pinacol ester is employed in Suzuki-Miyaura coupling reactions, a type of cross-coupling reaction used to form carbon-carbon bonds. Its boronic acid group plays a crucial role in this process, allowing for the efficient formation of new molecular structures.
Used in Biological Imaging Applications:
6-Aminopyrazine-2-boronic acid pinacol ester has been explored for its potential as a fluorescent probe in biological imaging. Its unique properties make it a candidate for use in visualizing and studying biological processes at the molecular level, contributing to advancements in both research and diagnostics.
Used in Research and Industry:
6-Aminopyrazine-2-boronic acid pinacol ester is a versatile compound with applications in both research and industry. Its diverse uses in organic synthesis, cross-coupling reactions, and biological imaging make it an important tool for scientists and professionals in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 947249-41-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,7,2,4 and 9 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 947249-41:
(8*9)+(7*4)+(6*7)+(5*2)+(4*4)+(3*9)+(2*4)+(1*1)=204
204 % 10 = 4
So 947249-41-4 is a valid CAS Registry Number.

947249-41-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-amine

1.2 Other means of identification

Product number -
Other names A-3767

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:947249-41-4 SDS

947249-41-4Relevant academic research and scientific papers

A Conformational Restriction Strategy for the Identification of a Highly Selective Pyrimido-pyrrolo-oxazine mTOR Inhibitor

Borsari, Chiara,Rageot, Denise,Dall'Asen, Alix,Bohnacker, Thomas,Melone, Anna,Sele, Alexander M.,Jackson, Eileen,Langlois, Jean-Baptiste,Beaufils, Florent,Hebeisen, Paul,Fabbro, Doriano,Hillmann, Petra,Wymann, Matthias P.

, p. 8609 - 8630 (2019/10/16)

The mechanistic target of rapamycin (mTOR) plays a pivotal role in growth and tumor progression and is an attractive target for cancer treatment. ATP-competitive mTOR kinase inhibitors (TORKi) have the potential to overcome limitations of rapamycin derivatives in a wide range of malignancies. Herein, we exploit a conformational restriction approach to explore a novel chemical space for the generation of TORKi. Structure-activity relationship (SAR) studies led to the identification of compound 12b with a ~450-fold selectivity for mTOR over class I PI3K isoforms. Pharmacokinetic studies in male Sprague Dawley rats highlighted a good exposure after oral dosing and a minimum brain penetration. CYP450 reactive phenotyping pointed out the high metabolic stability of 12b. These results identify the tricyclic pyrimido-pyrrolo-oxazine moiety as a novel scaffold for the development of highly selective mTOR inhibitors for cancer treatment.

Small molecule compound

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Paragraph 0503-0504; 0505-0507, (2020/01/12)

The invention provides a small molecular compound, The small molecular compound is characterized by having a structure as shown in the following molecular general formula, wherein X1 and X2 are selected from carbon or nitrogen, G1 is a carbon ring or a heterocyclic ring with aromaticity, any one or more hydrogen atoms on the G1 ring are substituted by R1, wherein R1 is selected from nitrogen-containing groups. The small molecule compound can be used as an efficient and specific JAK kinase inhibitor, especially a Tyk2 inhibitor, and/or a JAK1 inhibitor, and/or a JAK1/Tyk2 dual inhibitor, or a Tyk2/JAK1 dual inhibitor or a Tyk2/Jak2 dual inhibitor.

Efficient synthesis of pyrazine boronic esters via palladium-catalyzed Miyaura borylation

Lu, Hongtao,Wang, Shengqiang,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie

supporting information, p. 839 - 842 (2017/02/10)

A facile and efficient protocol for palladium-catalyzed Miyaura borylation reaction of chloropyrazines with B2pin2has been developed. A certain range of difficult-to-access pyrazine boronic esters can be easily prepared from the corresponding chloropyrazines in moderate to good yields.

Aminoheteroaryl benzamides as kinase inhibitors

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Page/Page column 85; 85, (2016/02/15)

The present invention provides a compound of Formula (I) or a salt thereof; and therapeutic uses of these compounds. The present invention further provides pharmaceutical compositions comprising these compounds, and compositions comprising these compounds with a therapeutic co-agent.

Synthesis and in vitro and in vivo evaluation of phosphoinositide-3-kinase inhibitors

Burger, Matthew T.,Knapp, Mark,Wagman, Allan,Ni, Zhi-Jie,Hendrickson, Thomas,Atallah, Gordana,Zhang, Yanchen,Frazier, Kelly,Verhagen, Joelle,Pfister, Keith,Ng, Simon,Smith, Aaron,Bartulis, Sarah,Merrit, Hanne,Weismann, Marion,Xin, Xiaohua,Haznedar, Joshua,Voliva, Charles F.,Iwanowicz, Ed,Pecchi, Sabina

supporting information; experimental part, p. 34 - 38 (2011/04/22)

Phospoinositide-3-kinases (PI3K) are important oncology targets due to the deregulation of this signaling pathway in a wide variety of human cancers. A series of 2-morpholino, 4-substituted, 6-(3-hydroxyphenyl) pyrimidines have been reported as potent inh

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