349-94-0

Basic information

• Product Name: 5-Chloro-2-(trifluoromethyl)pyridine
• Synonyms: 5-Chloro-2-(trifluoromethyl)pyridine;-Chloro-2-(trifluoroMethyl)pyridine;5-Chloro-alpha,alpha,alpha-trifluoro-2-picoline
• CAS NO: 349-94-0
• Molecular Formula: C₆H₃ClF₃N
• Molecular Weight: 181.54
• Product Categories: API intermediates;Fluorine series;organic building block
• Mol File: 349-94-0.mol

Chemical Properties

• Melting Point: 35-37°C
• Boiling Point: 146 °C at 760 mmHg
• Flash Point: 54℃
• Appearance: /
• Density: 1.416 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.73±0.22(Predicted)
• CAS DataBase Reference: 5-Chloro-2-(trifluoromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-(trifluoromethyl)pyridine(349-94-0)
• EPA Substance Registry System: 5-Chloro-2-(trifluoromethyl)pyridine(349-94-0)

Safety Data

• Hazard Codes: Xi,T,F
• Statements: 11-25-36/37/38
• Safety Statements: 26-45
• RIDADR: 2926
• WGK Germany: 3
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• PackingGroup: Ⅲ
• Hazardous Substances Data: 349-94-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-(trifluoromethyl)pyridine is used as a building block for the synthesis of biologically active molecules, particularly in the development of new pharmaceuticals. The trifluoromethyl group attached to the molecule improves the biological activity and metabolic stability of the resulting compounds, making them more effective in treating various diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical industry, 5-Chloro-2-(trifluoromethyl)pyridine serves as a key intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its high reactivity and versatility allow for the creation of novel compounds with improved efficacy and selectivity, contributing to more effective and sustainable agricultural practices.
Used in Fine Chemicals Industry:
5-Chloro-2-(trifluoromethyl)pyridine is also utilized in the synthesis of various fine chemicals, including specialty chemicals, fragrances, and dyes. Its unique structure and reactivity enable the development of new compounds with specific properties and applications, expanding the range of products available in these industries.
Used in Organic Chemistry Research:
As a highly reactive and versatile compound, 5-Chloro-2-(trifluoromethyl)pyridine is employed in various research applications within the field of organic chemistry. It serves as a starting material or intermediate in the synthesis of complex organic molecules, facilitating the exploration of new chemical reactions and the development of innovative synthetic methods.

Upstream product

• 109-06-8 α-picoline 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 244221-57-6 5-chloro-2-iodo-pyridine 
• 40473-01-6 2-Bromo-5-chloro-pyridine 
• 51492-01-4 2,3-dichloro-6-(trichloromethyl)pyridine 
• 89719-90-4 2,3-dichloro-6-(trifluoromethyl)pyridine 

Downstream Products

• 823221-95-0 5-chloro-4-iodo-2-(trifluoromethyl)pyridine 
• 1030632-94-0 3-ethyl-6-trifluoromethyl pyridine 
• 1214370-35-0 5-phenyl-2-(trifluoromethyl)pyridine 
• 765298-04-2 2-(6-(trifluoromethyl)pyridin-3-yl)acetonitrile 

Relevant articles and documents

Application of Vinamidinium Salt Chemistry for a Palladium Free Synthesis of Anti-Malarial MMV048: A bottom-Up Approach

MMV390048 (1) is a clinical compound under investigation for antimalarial activity. A new synthetic route was developed which couples two aromatic fragments while forming the central pyridine ring over two steps. This sequence takes advantage of raw materials used in the existing etoricoxib supply chain and eliminates the need for palladium catalysts, which were projected to be major cost-drivers.

METHODS FOR PREPARING 3-SUBSTITUTED-6-TRIFLUOROMETHYL PYRIDINES AND METHODS FOR USING 6-TRICHLOROMETHYL HALOGENATED PYRIDINES

3-substituted-6-trifluoromethyl pyridines are useful synthetic intermediates in the preparation of the N-substituted (6-haloalkylpyridin-3-yl)alkyl sulfoximines, which are useful in forming potent insecticides. Methods of forming such 3-substituted-6-trifluoromethyl pyridines are disclosed. Also disclosed are methods of using 6-trichloromethyl halogenated pyridines to form 3-substituted-6-trifluoromethyl pyridines are disclosed.

CYCLOHEXYL-AZETIDINYL ANTAGONISTS OF CCR2

The present invention comprises compounds of Formula (I). wherein: R1, R2, X, and Z are as defined in the specification. The invention also comprises a method of preventing, treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is type II diabetes, obesity and asthma. The invention also comprises a method of inhibiting CCR2 activity in a mammal by administration of a therapeutically effective amount of at least one compound of Formula (I).

Logistic flexibility in the preparation of isomeric halopyridinecarboxylic acids

Although there are many conceivable ways to funtionalize, and specifically carboxylate, 2-chloro-4-(trifluoromethyl)pyridine optionally at all three vacant positions, it is more straightforward to prepare only the 2-chloro-4- (trifluoromethyl)pyridine-3-carboxylic acid (1) from this precursor and the other 6-chloro-4-(trifluoromethyl)pyridine-2- and -3-carboxylic acids (2 and 3) from a different one, viz. 5-bromo-2-chloro-4-(trifluoromethyl)pyridine. In the same manner, it proved more convenient to convert 5-chloro-2-(trifluoromethyl) pyridine in only two of the corresponding acids (6 and 7) and to make the third one (8) from 3-bromo-5-chloro-2-(trifluoromethyl)pyridine as an alternative starting material. All model substrates for functionalization were readily accessible from the correspondingly substituted chloroiodopyridine through heavy halogen displacement by in situ generated (trifluoromethyl)copper. Graphical Abstract