Production Method 1

766-11-0

870521-31-6

Reaction Conditions

1.1 Reagents: Sodium Solvents: Isopropanol ;  3 h, reflux; reflux → rt
1.2 0.5 h, 80 °C

Reference

3,5-Dialkoxypyridine analogues of bedaquiline are potent antituberculosis agents with minimal inhibition of the hERG channel

Sutherland, Hamish S.; et al, Bioorganic & Medicinal Chemistry, 2019, 27(7), 1292-1307

Production Method 2

870521-31-6

Reaction Conditions

1.1 Reagents: Sodium isopropoxide ;  130 °C
2.1 Reagents: Sodium bromide ,  Sulfuric acid Solvents: Water ;  4 h, 25 - 35 °C
2.2 Reagents: Sodium hydroxide Solvents: Water ;  basified

Reference

Synthesis of (alkoxy)pyridine bromide and its diphenylphosphine derivatives

Liu, Jie; et al, Huaxue Shiji, 2007, 29(4), 193-196

Production Method 3

13466-38-1

870521-31-6

851087-08-6

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Polyoxyethylene sorbitan monolaurate Solvents: Water ;  rt → 70 °C; 18 h, 70 °C; 70 °C → rt
1.2 Reagents: Methanol

Reference

Mild and Regioselective N-Alkylation of 2-Pyridones in Water

Hao, Xin; et al, Organic Letters, 2015, 17(14), 3382-3385

Production Method 4

13466-38-1

870521-31-6

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  1 d, rt

Reference

MK-8353: Discovery of an Orally Bioavailable Dual Mechanism ERK Inhibitor for Oncology

Boga, Sobhana Babu ; et al, ACS Medicinal Chemistry Letters, 2018, 9(7), 761-767

Production Method 5

766-11-0

870521-31-6

Reaction Conditions

1.1 Reagents: Sodium hydride ;  5 min, 25 °C; 16 h, 25 °C
1.2 Solvents: Dimethylformamide ;  10 min; 4 h, 130 °C; 130 °C → rt

Reference

Synthesis and Structure-Activity Relationships of N-{3-[2-(4-Alkoxyphenoxy)thiazol-5-yl]-1- methylprop-2-ynyl}carboxy Derivatives as Selective Acetyl-CoA Carboxylase 2 Inhibitors

Gu, Yu Gui; et al, Journal of Medicinal Chemistry, 2006, 49(13), 3770-3773

Production Method 6

53939-30-3

870521-31-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Isopropanol ;  rt → 60 °C; 30 min, 60 °C
1.2 Solvents: Isopropanol ;  24 h, reflux

Reference

Novel Bisaryl Substituted Thiazoles and Oxazoles as Highly Potent and Selective Peroxisome Proliferator-Activated Receptor δ Agonists

Epple, Robert; et al, Journal of Medicinal Chemistry, 2010, 53(1), 77-105

Production Method 7

16096-13-2

870521-31-6

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Sodium bromate Solvents: Water ;  4 h, 25 - 35 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  neutralized

Reference

Synthesis of 2-alkyloxy-5-bromopyridine

Wang, Yue; et al, Tianjin Shifan Daxue Xuebao, 2006, 26(1), 14-16

Production Method 8

16096-13-2

870521-31-6

Reaction Conditions

1.1 Reagents: Sodium bromide ,  Sulfuric acid Solvents: Water ;  4 h, 25 - 35 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  basified

Reference

Synthesis of (alkoxy)pyridine bromide and its diphenylphosphine derivatives

Liu, Jie; et al, Huaxue Shiji, 2007, 29(4), 193-196

Production Method 9

870521-31-6

Reaction Conditions

1.1 Reagents: Sodium
1.2 8 h, 2 MPa, 130 °C
2.1 Reagents: Sulfuric acid ,  Sodium bromate Solvents: Water ;  4 h, 25 - 35 °C
2.2 Reagents: Sodium hydroxide Solvents: Water ;  neutralized

Reference

Synthesis of 2-alkyloxy-5-bromopyridine

Wang, Yue; et al, Tianjin Shifan Daxue Xuebao, 2006, 26(1), 14-16

5-Bromo-2-isopropoxypyridine Raw materials

• 2-Isopropoxypyridine
• 5-Bromo-2-chloropyridine
• 5-bromopyridin-2-ol
• 5-Bromo-2-fluoropyridine

5-Bromo-2-isopropoxypyridine Preparation Products

• 5-bromo-1-(propan-2-yl)-1,2-dihydropyridin-2-one (851087-08-6)
• 5-Bromo-2-isopropoxypyridine (870521-31-6)

• 1. Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices
  Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra Kumar RSC Adv., 2016,6, 94731-94738
• 2. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 3. Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals?
  Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
• 4. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 5. Evolution of dealloying induced strain in nanoporous gold crystals?
  Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alkyl aryl ethers
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ethers Alkyl aryl ethers

5-Bromo-2-isopropoxypyridine: A Comprehensive Overview

5-Bromo-2-isopropoxypyridine, also known by its CAS number CAS No. 870521-31-6, is a significant compound in the field of organic chemistry, particularly within the realm of pyridine derivatives. This compound has garnered attention due to its unique structural properties and potential applications in various scientific domains. In this article, we will delve into the characteristics, synthesis, and applications of 5-Bromo-2-isopropoxypyridine, while incorporating the latest research findings to provide a comprehensive understanding of its significance.

The molecular structure of 5-Bromo-2-isopropoxypyridine consists of a pyridine ring with a bromine atom at the 5-position and an isopropoxy group at the 2-position. This arrangement imparts specific electronic and steric properties to the molecule, making it a valuable substrate for further chemical modifications. Recent studies have highlighted the role of such bromopyridine derivatives in catalytic processes, particularly in the context of transition metal-catalyzed reactions. The presence of the isopropoxy group enhances the molecule's solubility in organic solvents, facilitating its use in various synthetic protocols.

One of the most notable applications of 5-Bromo-2-isopropoxypyridine lies in its utility as an intermediate in drug discovery and development. Researchers have employed this compound as a building block for constructing bioactive molecules with potential therapeutic applications. For instance, studies published in leading chemistry journals have demonstrated its role in the synthesis of novel anti-inflammatory agents and anticancer drugs. The bromine atom serves as a reactive site for further functionalization, enabling chemists to introduce diverse substituents that can modulate biological activity.

In addition to its role in medicinal chemistry, 5-Bromo-2-isopropoxypyridine has found applications in materials science. Its ability to act as a precursor for conducting polymers has been explored in recent research efforts. By incorporating this compound into polymer frameworks, scientists have achieved materials with enhanced electrical conductivity and stability under varying environmental conditions. These findings underscore the versatility of bromopyridine derivatives in advancing materials technology.

The synthesis of 5-Bromo-2-isopropoxypyridine typically involves multi-step procedures that emphasize precision and control over reaction conditions. A common approach entails the bromination of a suitably substituted pyridine derivative, followed by alkoxylation at the desired position. Recent advancements in catalytic methods have enabled more efficient syntheses, reducing reaction times and improving yields. For example, the use of palladium catalysts has been reported to facilitate coupling reactions involving this compound, paving the way for scalable production methods.

Safety considerations are paramount when handling chemicals like 5-Bromo-2-isopropoxypyridine. While it is not classified as a hazardous material under standard conditions, proper precautions should be taken during storage and use to ensure compliance with laboratory safety protocols. Research into its toxicological profile has revealed that exposure levels must be carefully monitored to prevent adverse effects on human health or environmental ecosystems.

In conclusion, 5-Bromo-2-isopropoxypyridine, with its CAS number CAS No. 870521-31-6, stands as a testament to the ingenuity and precision inherent in modern organic chemistry. Its structural features make it an invaluable tool across multiple disciplines, from drug discovery to materials science. As research continues to uncover new applications and optimize synthetic methodologies, this compound will undoubtedly remain at the forefront of chemical innovation.

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