1207836-10-9 Usage
Description
6-bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carbonitrile is an organic compound characterized by its unique molecular structure, featuring a pyrazolo[1,5-a]pyridine core with a bromo, methoxy, and carbonitrile functional groups. 6-bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carbonitrile is known for its potential applications in various fields, particularly in the realm of research and development.
Uses
Used in Laboratory Research and Development:
6-bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carbonitrile serves as an organic intermediate, playing a crucial role in the synthesis of various complex organic molecules and pharmaceutical compounds. Its unique structure and functional groups make it a valuable building block for the development of new drugs and other chemical entities.
In the pharmaceutical industry, this compound can be used as a starting material for the synthesis of potential therapeutic agents, targeting a wide range of diseases and conditions. Its versatility in chemical reactions allows researchers to explore various synthetic routes and modifications, leading to the discovery of novel and effective drug candidates.
Furthermore, 6-bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carbonitrile can also be employed in the development of advanced materials, such as organic semiconductors, sensors, and other specialty chemicals. Its unique properties and reactivity make it a promising candidate for these applications, contributing to the advancement of various technologies and industries.
Synthesis
The DMF 10L solution of 2,4,6-trimethylbenzenesulfonic acid 3-bromo-5-methoxypyridinamine salt 2000g (4.96mol, 1.0eq), 2-chloropropene cyanide (7.44mol, 1.5eq) was added with potassium carbonate 684g (4.96mol, 1.0eq) and stirred at 20-30°C for 8h. Then the mixtrue was heated with dropwise 1132g (7.44mol, 1.5eq) of diazabicyclo at 50-60°C for 20h. After the reaction is finished and poured into water 30 L at RT. the solution was filtered, washed with water and recrystallized in ethanol to give a pale yellow solid, 6-bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carbonitrile (702g 56%).
Check Digit Verification of cas no
The CAS Registry Mumber 1207836-10-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,0,7,8,3 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1207836-10:
(9*1)+(8*2)+(7*0)+(6*7)+(5*8)+(4*3)+(3*6)+(2*1)+(1*0)=139
139 % 10 = 9
So 1207836-10-9 is a valid CAS Registry Number.
1207836-10-9Relevant articles and documents
Regioselective Synthesis of Pyrazolo[1,5- a]pyridine via TEMPO-Mediated [3 + 2] Annulation-Aromatization of N-Aminopyridines and α,β-Unsaturated Compounds
Wang, Amu,Liu, Ya-Zhou,Shen, Zhongke,Qiao, Zeen,Ma, Xiaofeng
supporting information, p. 1454 - 1459 (2022/03/01)
A TEMPO-mediated [3 + 2] annulation-aromatization protocol for the preparation of pyrazolo[1,5-a]pyridines from N-aminopyridines and α,β-unsaturated compounds was developed. The procedure offered multisubstituted pyrazolo[1,5-a]pyridines in good to excellent yield with high and predictable regioselectivity. The modification of marketed drugs including Loratadine, Abiraterone, and Metochalcone, and a one-pot three-step gram scale synthesis of key intermediate for the preparation of Selpercatinib were demonstrated. Mechanism studies show that TEMPO serves both as a Lewis acid and as an oxidant.
Compound used as RET kinase inhibitor and application thereof
-
Paragraph 0227-0230; 0235-0236, (2021/07/01)
The invention relates to a compound used as an RET kinase inhibitor and application thereof, wherein the compound has a structure as shown in a formula F, has good inhibition capability on RET kinase, and has good pharmacodynamic and pharmacokinetic performance and lower toxic and side effects.
Preparation method of pyrazolo[1,5-a]pyridine derivative
-
Paragraph 0037-0045, (2021/04/21)
The invention discloses a preparation method of pyrazolo[1,5-a]pyridine derivatives, and belongs to the field of organic synthesis. The problems that an existing pyrazolo[1,5-a]pyridine structure synthesis method needs metal catalysis, the substrate range is limited, the total yield of multi-step reaction is low, stoichiometric additives, toxic oxidants and oxygen-free technologies are adopted, and reaction conditions are harsh are solved. The method comprises the steps: dissolving pyridinium salt, unsaturated alkene and 2,3-dichloro-5,6-dicyanobenzoquinone in an organic solvent, dropwise adding triethylamine to react, concentrating by a rotary evaporator to remove the solvent, and separating and purifying by silica gel column chromatography to obtain the pyrazolo[1,5-a]pyridine derivative.
