877399-08-1

Basic information

• Product Name: 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5- (tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2- aMine
• Synonyms: 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5- (tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2- aMine;3-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-5-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylaMine;3-(1-(2,6-DICHLORO-3-FLUOROPHENYL)ETHOXY)-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-AMINE;2-PYRIDINAMINE, 3-[1-(2,6-DICHLORO-3-FLUOROPHENYL)ETHOXY]-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-
• CAS NO: 877399-08-1
• Molecular Formula: C₁₉H₂₂BCl₂FN₂O₃
• Molecular Weight: 427.1049832
• Mol File: 877399-08-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5- (tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2- aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5- (tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2- aMine(877399-08-1)
• EPA Substance Registry System: 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5- (tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2- aMine(877399-08-1)

Safety Data

• Hazardous Substances Data: 877399-08-1(Hazardous Substances Data)

Usage

Description

3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine is a complex organic compound that features a pyridine ring with an amine group attached to it, as well as a dioxaborolane group. It also has an ethoxy group attached to a dichloro-fluorophenyl moiety. This unique structure and the presence of multiple functional groups make it a promising candidate for various applications in pharmaceuticals, agrochemicals, and materials science.

Uses

Used in Pharmaceutical Industry:
3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine is used as a key intermediate in the synthesis of pharmaceutical compounds for the development of new drugs. Its unique structure and functional groups can be utilized to create molecules with specific biological activities, making it a valuable component in drug discovery and design.
Used in Agrochemical Industry:
In the agrochemical industry, 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine is used as a building block for the creation of novel agrochemicals. Its potential applications include the development of new pesticides, herbicides, and insecticides, as well as other products that can improve crop yield and protect plants from various threats.
Used in Materials Science:
3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine is also used in materials science for the development of new materials with unique properties. Its versatile structure and functional groups can be employed to create materials with specific characteristics, such as improved thermal stability, enhanced electrical conductivity, or unique optical properties, making it a valuable component in the advancement of materials science.
Further study and research on the properties and reactivity of 3-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine could reveal its potential uses and applications in various industries, expanding its utility and significance in the field of chemistry.

Upstream product

• 15128-82-2 3-hydroxy-2-nitropyridine 
• 1331786-28-7 2-(1-bromoethyl)-1,3-dichloro-4-fluorobenzene 
• 756503-69-2 (±)-5-bromo-3-(1-(2,6-dichloro-3-fluoropheny)ethoxy)pyridin-2-amine 
• 73183-34-3 bis(pinacol)diborane 
• 290835-85-7 2',6'-dichloro-3'-fluoroacetophenone 
• 1331786-34-5 (±)-bis(Boc)-3-(1-(2,6-dichloro-3-fluoropheny)ethoxy)-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-2-amine 
• 1331786-33-4 (±)-bis(Boc)-5-bromo-3-(1-(2,6-dichloro-3-fluoropheny)ethoxy)pyridin-2-amine 
• 756520-67-9 (±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine 
• 756521-08-1 (±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine 
• 756520-66-8 1-(2,6-dichloro-3-fluorophenyl)ethanol 

Downstream Products

• 877401-42-8 tert-butyl 4-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 877400-66-3 (+/-)-PF023401066 
• 1421270-66-7 C₂₂H₂₂Cl₂FN₅O*CH₂O₂ 
• 1421270-71-4 (±)-tert-butyl 6-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-azaspiro[3.3]heptane-2-carboxylate 

Relevant articles and documents

Discovery of 2-aminopyridines bearing a pyridone moiety as potent ALK inhibitors to overcome the crizotinib-resistant mutants

Despite the initial benefit demonstrated in clinical setting with ALK inhibitors, the challenging resistant mutants (F1174L, L1196M and G1202R) invariably developed. In this work, a series of 2-aminopyridine derivatives were designed and synthesized by C-5 position incorporation of a 2-pyridone moiety and bioisosteric replacement of the C-3 position linkers. Optimization of the 2-aminopyridine derivatives led to the identification of hit 18d displaying a significant growth inhibition against a variety of ALK-addicted cancer cells. Especially in the case of ALK-positive Karpas-299 cell, 18d exhibited excellent anti-proliferative potency with an IC50 value of about 40 nM. Moreover, 18d demonstrated encouraging activities against wild-type ALK (19 nM), ROS1 (2.3 nM) as well as challenging crizotinib-resistant ALKL1196M and ALKG1202R mutants with IC50 values of 45 nM and 22 nM, respectively. Additionally flow cytometric analysis indicates that 18d inhibited Karpas-299 cell viability via G1 phase arrest. Taken together, this work provided a promising ALK inhibitor to circumvent the clinical crizotinib-resistant mutants.

SPIROCYCLIC MOLECULES AS PROTEIN KINASE INHIBITORS

The present invention relates to spirocyclic compounds of formula I, namely spirocyclic (1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fiuorophenyl) ethoxy)pyridin-2-amines having protein kinase inhibitory activity, and methods of synthesizing and using such compounds. Preferred compounds are c-Met and/or ALK inhibitors useful for the treatment of abnormal cell growth, such as cancers