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5-Amino-2-bromopyridine is an organic compound with the molecular formula C5H5BrN2. It is characterized by its light yellow needle-like crystalline structure and is derived from the bromination of 2-aminopyridine using N-bromosuccinimide in acetonitrile. 5-Amino-2-bromopyridine holds potential applications in various fields due to its unique chemical properties.

13534-97-9

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13534-97-9 Usage

Uses

Used in Polymer Synthesis:
5-Amino-2-bromopyridine is used as a monomer in the synthesis of polyaminopyridines through the Buchwald-Hartwig amination reaction. This reaction is facilitated by the presence of sodium tert-butoxide and XPhos (2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl) ligand, yielding para-linked and meta-linked polyaminopyridines. These polymers have potential applications in various industries, including pharmaceuticals, materials science, and chemical research.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Amino-2-bromopyridine is used as an intermediate compound for the synthesis of various drugs and drug candidates. Its unique chemical structure allows for the development of new therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Chemical Research:
5-Amino-2-bromopyridine is also utilized in chemical research as a building block for the development of novel compounds with specific properties. Researchers can use 5-Amino-2-bromopyridine to explore new reaction pathways, study its reactivity, and develop new synthetic methods for the creation of complex molecules.
Used in Material Science:
In the field of material science, 5-Amino-2-bromopyridine can be used as a component in the development of new materials with specific properties, such as conductivity, magnetism, or optical characteristics. Its unique chemical structure can contribute to the design and synthesis of advanced materials for various applications, including electronics, sensors, and energy storage devices.

Check Digit Verification of cas no

The CAS Registry Mumber 13534-97-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,3 and 4 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 13534-97:
(7*1)+(6*3)+(5*5)+(4*3)+(3*4)+(2*9)+(1*7)=99
99 % 10 = 9
So 13534-97-9 is a valid CAS Registry Number.
InChI:InChI=1/C5H5BrN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2

13534-97-9 Well-known Company Product Price

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  • Alfa Aesar

  • (L20008)  5-Amino-2-bromopyridine, 97%   

  • 13534-97-9

  • 1g

  • 276.0CNY

  • Detail
  • Alfa Aesar

  • (L20008)  5-Amino-2-bromopyridine, 97%   

  • 13534-97-9

  • 5g

  • 954.0CNY

  • Detail
  • Alfa Aesar

  • (L20008)  5-Amino-2-bromopyridine, 97%   

  • 13534-97-9

  • 25g

  • 3814.0CNY

  • Detail
  • Aldrich

  • (552844)  3-Amino-6-bromopyridine  97%

  • 13534-97-9

  • 552844-1G

  • 460.98CNY

  • Detail
  • Aldrich

  • (552844)  3-Amino-6-bromopyridine  97%

  • 13534-97-9

  • 552844-5G

  • 1,645.02CNY

  • Detail

13534-97-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Amino-6-bromopyridine

1.2 Other means of identification

Product number -
Other names 6-bromopyridin-3-amine

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:13534-97-9 SDS

13534-97-9Relevant academic research and scientific papers

Metal-Free, Rapid, and Highly Chemoselective Reduction of Aromatic Nitro Compounds at Room Temperature

Han, Min Su,Jang, Mingyeong,Lim, Taeho,Park, Byoung Yong

, p. 910 - 919 (2022/01/20)

In this study, we developed a metal-free and highly chemoselective method for the reduction of aromatic nitro compounds. This reduction was performed using tetrahydroxydiboron [B2(OH)4] as the reductant and 4,4′-bipyridine as the organocatalyst and could be completed within 5 min at room temperature. Under optimal conditions, nitroarenes with sensitive functional groups, such as vinyl, ethynyl, carbonyl, and halogen, were converted into the corresponding anilines with excellent selectivity while avoiding the undesirable reduction of the sensitive functional groups.

REACTION COMPOSITION AND REACTION SYSTEM USING THIS

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Paragraph 0140-0145, (2020/10/10)

An aromatic nitro compound has a structure in which a nitro group and a halogen atom, in a separated state, are directly bonded as substituents to the ring structure of the same ring; a reaction composition is provided which, in a hydrogenation reaction of the nitro group of said aromatic nitro compound, allows selectively hydrogenating the nitro group, and sufficiently reducing the separation of the halogen atom from the ring; also provided is a reaction system that uses this reaction composition. This reaction composition includes a catalyst which, with the aforementioned aromatic nitro compound as reactant, is used in a hydrogenation reaction of at least one of the one or more nitro groups of said reactant. Further, the reaction composition includes a base and an organic solvent. The catalyst includes a carrier, and Fe oxide particles and Pt particles supported by the carrier.

REACTION COMPOSITION AND REACTION SYSTEM USING THIS

-

Paragraph 0097-0111, (2020/12/14)

An aromatic nitro compound has a structure in which a nitro group and a halogen atom, in a separated state, are directly bonded as substituents to the ring structure of the same ring; a reaction composition is provided which, in a hydrogenation reaction of the nitro group of said aromatic nitro compound, allows selectively hydrogenating the nitro group, and sufficiently reducing the separation of the halogen atom from the ring; also provided is a reaction system that uses this reaction composition. This reaction composition includes a solvent, and a catalyst which, with the aforementioned aromatic nitro compound as reactant, is used in a hydrogenation reaction of at least one of the one or more nitro groups of said reactant. The catalyst includes a carrier, and Fe oxide particles and Pt particles supported by the carrier.

CATALYST MIXTURE

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Paragraph 0120; 0122-0128, (2020/12/14)

Provided is a catalyst mixture which, in a nitro group hydrogenation reaction of an aromatic nitro compound having a structure in which nitro groups and halogen atoms are directly bonded as substituents to a ring skeleton of the same ring while separated from each other, is capable of selectively hydrogenating the nitro groups and sufficiently reducing the removal of the halogen atoms from the ring. This catalyst mixture includes a catalyst which is used in a hydrogenation reaction of at least one among one or more nitro groups present in a reactant, which is an aromatic nitro compound having a structure in which one or more nitro groups and one or more halogen atoms are directly bonded as substituents to a ring skeleton of the same ring while separated from each other. This catalyst mixture further includes a base.

Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study

Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xin, Minhang,Zhang, San-Qi

supporting information, p. 1406 - 1415 (2019/05/01)

A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.

Synergistic effects in Fe nanoparticles doped with ppm levels of (Pd + Ni). A new catalyst for sustainable nitro group reductions

Pang, Haobo,Gallou, Fabrice,Sohn, Hyuntae,Camacho-Bunquin, Jeffrey,Delferro, Massimiliano,Lipshutz, Bruce H.

supporting information, p. 130 - 135 (2018/01/12)

A remarkable synergistic effect has been uncovered between ppm levels of Pd and Ni embedded within iron nanoparticles that leads to mild and selective catalytic reductions of nitro-containing aromatics and heteroaromatics in water at room temperature. NaBH4 serves as the source of inexpensive hydride. Broad substrate scope is documented, along with several other features including: low catalyst loading, low residual metal in the products, and recycling of the catalyst and reaction medium, highlight the green nature of this new technology.

SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL USE THEREOF

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Paragraph 0221; 0222; 0223, (2016/09/26)

Provided is a sulfonamide derivative represented by the following general formula (1) and having an α4 integrin inhibitory effect with high selectivity with a low effect on α4β1 and a high effect on α4β7, or a pharmaceutically acceptable salt thereof (in the general formula (1), A, B, D, E, R41, and a to h are as described in the description).

A pyridine primary amine ruthenium complex, preparation method and its use

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Paragraph 0068; 0069, (2017/04/03)

The invention relates to a pyridine primary amine ruthenium complex as well as a preparation method and application thereof. The pyridine primary amine ruthenium complex is excellent in anti-cancer activity in anti-cancer screening in vitro and especially has a good inhibition effect on the lung cancer and the human breast cancer, so that the pyridine primary amine ruthenium complex has huge development potential and application value in clinical treatment of tumor diseases.

BICYCLIC SUBSTITUTED PYRIMIDINE COMPOUNDS

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Paragraph 0143; 0144, (2015/07/02)

The present invention relates to the technical field of medicine and pharmacy, and particularly relates to bicyclic group substituted pyrimidine compounds represented by general formula (I), pharmaceutical acceptable salts thereof or stereoisomers thereof, wherein R1, R2, R3, R4, R5 and R6 are as defined in the specification. The present invention also relates to preparation methods, pharmaceutical formulations, and pharmaceutical compositions of the compounds, and use of the compounds, pharmaceutical formulations, and pharmaceutical compositions for preparing a medicament for treating and/or preventing sexual dysfuntion diseases and diseases with lower urinay tract symptoms.

SULFONAMIDE DERIVATIVE AND MEDICINAL USE THEREOF

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Paragraph 1151-1152, (2015/02/25)

Provided are sulfonamide derivatives of a specific chemical structure in which a sulfonamide group having, as a substituent, a phenyl group or a heterocyclic group having a hetero atom(s) as a constituent element(s) is present at its terminal, and pharmaceutically acceptable salts thereof. These compounds are novel compounds having excellent α4 integrin-inhibitory action.

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