Production Method 1

831203-13-5

950691-52-8

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  20 min, -78 °C; 30 min, -78 °C
1.2 10 min, -78 °C; 30 min, -78 °C
1.3 Reagents: Water ;  -78 °C

Reference

Preparation of 2-(3-oxo-2H,3H-[1,2,4]triazolo[4,3-b]pyridazin-2-yl)acetamide and 2-(3-oxo-[1,2,4]triazolo[4,3-a]pyrimidin-2-yl)acetamide derivatives as GPR139 receptor modulators

, World Intellectual Property Organization, , ,

Production Method 2

1369256-86-9

950691-52-8

Reaction Conditions

1.1 Reagents: Silver nitrate Solvents: Ethanol ,  Water ;  1 h, 100 °C

Reference

Bicyclic compound used as lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitor, preparation method and pharmaceutical use

, China, , ,

Production Method 3

1369256-86-9

950691-52-8

Reaction Conditions

1.1 Reagents: Silver nitrate Solvents: Ethanol ,  Water ;  1 h, 100 °C

Reference

Fused imidazopyrimidinones as Lp-LPA2 inhibitors and their preparation

, World Intellectual Property Organization, , ,

Production Method 4

950691-52-8

Reaction Conditions

Reference

Preparation of spirotricycle compounds as RIPK1 inhibitors for the treatment and prevention of RIPK1-mediated diseases

, World Intellectual Property Organization, , ,

Production Method 5

950691-52-8

Reaction Conditions

Reference

Benzofurans and related compounds as S1P receptor modulators and their preparation, pharmaceutical compositions and use in the treatment of autoimmune and related immune diseases

, United States, , ,

Production Method 6

831203-13-5

950691-52-8

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  20 min, 0 °C; 30 min, 0 °C
1.2 10 min, 0 °C; 30 min, 0 °C
1.3 Reagents: Water ;  0 °C; 0 °C → rt

Reference

GPR139 receptor modulators

, World Intellectual Property Organization, , ,

Production Method 7

831203-13-5

950691-52-8

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  30 min, -78 °C
1.2 30 min, -78 °C

Reference

Isoxazolidine derivatives inhibitors of receptor interacting protein kinase 1 (RIPK1) and their preparation

, World Intellectual Property Organization, , ,

Production Method 8

1369256-86-9

950691-52-8

Reaction Conditions

1.1 Reagents: Silver nitrate Solvents: Ethanol ,  Water ;  1 h, 100 °C

Reference

Preparation of novel pyrimidinone and pyridinone compounds as Lp-PLA2 inhibitors

, World Intellectual Property Organization, , ,

Production Method 9

1369256-86-9

950691-52-8

Reaction Conditions

1.1 Reagents: Silver nitrate Solvents: Acetonitrile ,  Water ;  1 h, 110 °C

Reference

Preparation of tricyclic compounds as Lp-PLA2 inhibitors

, World Intellectual Property Organization, , ,

Production Method 10

831203-13-5

950691-52-8

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether ,  Hexane ;  10 min, -78 °C
1.2 -78 °C; 1 h, -78 °C → rt

Reference

Preparation of piperidinylideneaminooxypiperidine derivatives for use as GPR119 modulators

, World Intellectual Property Organization, , ,

Production Method 11

904745-61-5

950691-52-8

Reaction Conditions

1.1 Reagents: Acetic acid ,  Hexamethylenetetramine Solvents: Water ;  rt → reflux; 1 h, reflux; reflux → rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized, rt

Reference

Benzofurans and related compounds as S1P receptor modulators and their preparation, pharmaceutical compositions and use in the treatment of autoimmune and related immune diseases

, World Intellectual Property Organization, , ,

6-Chloro-5-fluoropyridine-3-carbaldehyde Raw materials

• 5-Bromo-2-chloro-3-fluoropyridine
• Pyridine, 2-chloro-5-(dibromomethyl)-3-fluoro-
• Pyridine, 5-(bromomethyl)-2-chloro-3-fluoro-

6-Chloro-5-fluoropyridine-3-carbaldehyde Preparation Products

• 6-Chloro-5-fluoropyridine-3-carbaldehyde (950691-52-8)

• 1. Alternative mixtures to R-600a. Theoretical assessment and experimental energy evaluation of binary mixtures in a commercial cooler: Mélanges alternatifs au R-600a. évaluation théorique et évaluation énergétique expérimentale de mélanges binaires dans un refroidisseur commercial.
  DanielCalleja-Anta,DanielSánchez,LauraNebot-Andres,RamónCabello,RodrigoLlopis
• 2. An atlas of endohedral Sc2S cluster fullerenes?
  Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
• 3. An intermolecular C–H oxidizing strategy to access highly fused carbazole skeletons from simple naphthylamines?
  Christian K. Rank,Alexander W. Jones,Tatjana Wall,Patrick Di Martino-Fumo,Sarah Schr?ck,Markus Gerhards,Frederic W. Patureau Chem. Commun., 2019,55, 13749-13752
• 4. An Appraisal of pH triggered Bacitracin drug release, through composite hydrogel systems
  RabailGul,MariamMir,MurtazaNAli
• 5. An insight into the hybridization mechanism of hairpin DNA physically immobilized on chemically modified graphenes
  Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridine carboxaldehydes

6-Chloro-5-fluoropyridine-3-carbaldehyde: A Comprehensive Overview

6-Chloro-5-fluoropyridine-3-carbaldehyde (CAS No. 950691-52-8) is a highly specialized organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which combines a pyridine ring with chlorine and fluorine substituents, along with an aldehyde group at the 3-position. The presence of these functional groups imparts distinctive chemical properties, making it a valuable building block in organic synthesis.

The pyridine ring serves as the core structure of this compound, providing a rigid framework that facilitates various chemical reactions. The chlorine and fluorine substituents at the 5-position introduce electron-withdrawing effects, enhancing the compound's reactivity and stability. This makes 6-Chloro-5-fluoropyridine-3-carbaldehyde particularly useful in reactions requiring precise control over electronic properties. Recent studies have highlighted its potential as a precursor for synthesizing bioactive molecules, such as antiviral agents and anticancer drugs.

One of the most notable aspects of this compound is its role in the development of novel pharmaceuticals. Researchers have explored its ability to act as a scaffold for constructing heterocyclic compounds with enhanced pharmacokinetic profiles. For instance, studies published in 2023 demonstrated that derivatives of 6-Chloro-5-fluoropyridine-3-carbaldehyde exhibit potent inhibitory activity against key enzymes involved in cancer progression. These findings underscore its importance in drug discovery pipelines.

In addition to its pharmaceutical applications, 6-Chloro-5-fluoropyridine-3-carbaldehyde has found utility in agrochemicals. Its ability to serve as an intermediate in the synthesis of herbicides and insecticides has been extensively documented. Recent advancements in green chemistry have also led to the development of more sustainable methods for synthesizing this compound, reducing environmental impact while maintaining high yields.

The synthesis of 6-Chloro-5-fluoropyridine-3-carbaldehyde typically involves multi-step processes that require precise control over reaction conditions. Common methods include Friedel-Crafts alkylation followed by oxidation or direct alkylation using appropriate reagents. The choice of synthetic pathway depends on factors such as scalability, cost-effectiveness, and the desired purity of the final product.

From an analytical standpoint, this compound can be characterized using a variety of techniques, including nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy. These methods provide critical insights into its molecular structure and purity, ensuring compliance with quality standards in industrial and academic settings.

Looking ahead, ongoing research is focused on expanding the range of applications for 6-Chloro-5-fluoropyridine-3-carbaldehyde while improving its synthesis efficiency. Collaborative efforts between chemists and biologists are paving the way for innovative uses in fields such as nanotechnology and biotechnology. Its versatility as a chemical building block positions it as a key player in future advancements across multiple disciplines.

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