131653-62-8

Basic information

• Product Name: N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide
• Synonyms: Propanamide, N-(4-iodo-2-methoxy-3-pyridinyl)-2,2-dimethyl-;N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide
• CAS NO: 131653-62-8
• Molecular Formula: C₁₁H₁₅IN₂O₂
• Molecular Weight: 334.151
• Mol File: 131653-62-8.mol

Chemical Properties

• Boiling Point: 385.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.580±0.06 g/cm3(Predicted)
• PKA: 12.78±0.70(Predicted)
• CAS DataBase Reference: N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide(131653-62-8)
• EPA Substance Registry System: N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide(131653-62-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 131653-62-8(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry and Drug Development:
N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide is utilized as a key building block for the synthesis of biologically active compounds. Its presence in the molecular structure can contribute to the pharmacological properties of the resulting compounds, making it instrumental in the creation of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
In the realm of organic synthesis, N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide is employed as a versatile intermediate. Its iodine and methoxy groups can participate in various chemical reactions, facilitating the formation of a wide array of organic compounds for different applications.
Used in Materials Science:
N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide may also find applications in materials science, where its unique properties could be harnessed to develop new materials with specific characteristics, such as those with tailored electronic, optical, or mechanical properties.
Used in Chemical Research and Development:
Due to its specific reactivity and functional groups, N-(4-Iodo-2-methoxypyridin-3-yl)pivalamide is a candidate for further research and development in chemistry. It may lead to the discovery of new chemical reactions or be integrated into existing processes to improve efficiency or yield in the synthesis of complex molecules.

Upstream product

• 125867-19-8 N-(2-methoxy-3-pyridyl)-2,2-dimethylpropanamide 

Downstream Products

• 131653-71-9 N-[2-Methoxy-4-(2-methoxy-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide 
• 131653-72-0 2-methoxy-4-(2-N,N-diisopropylcarbamoylphenyl)-3-pivaloylaminopyridine 
• 131653-59-3 2-methoxy-4-<3,4-dimethoxy-2-(N,N-diethylcarbamoyloxy)phenyl>-3-pivaloylaminopyridine 
• 142643-58-1 2-methoxy-4-(3,4-dimethoxyphenyl)-3-pivaloylaminopyridine 
• 142643-47-8 4-iodo-3-pivaloylamino-2-(1H)pyridone 
• 131670-17-2 2-methoxy-4-phenyl-3-pivaloylaminopyridine 
• 142643-48-9 7-phenyl-2-tertiobutyloxazolo<5,4-b>pyridine 
• 142643-46-7 4-phenyl-3-pivaloylamino-2-(1H)pyridone 
• 142643-45-6 2-<2-(4-phenyl-3-pivaloylamino)pyridyl>quinoline 
• 142643-59-2 2-<2-(4-(2-methoxyphenyl)-3-pivaloylamino)pyridyl>quinoline 
• 142643-49-0 2-(4-phenyl-3-pivaloylamino)pyridyltriflate 
• 142643-55-8 2-<4-(2-methoxyphenyl)-3-pivaloylamino>pyridyltriflate 
• 142643-53-6 2-<2-(4-(2-N,N-diisopropylcarbamoylphenyl)-3-pivaloylamino)pyridyl>quinoline 
• 142643-56-9 2-<4-(2-N,N-diisopropylcarbamoylphenyl)-3-pivaloylamino>pyridyl triflate 

Relevant articles and documents

Metallation in connection with cross-coupling reactions. Coupling of hindered aryls for the synthesis of 4-phenylpyridines as part of Streptonigrin and Lavendamycin analogues

The synthesis of the C-D ring system of Streptonigrin and Lavendamycln alkaloid analogues by cross-coupling under Suzuki's conditions has been studied. Steric hindrance is the main problem. It has been solved either by using strong bases or working in a sealed tube under pressure.

Convergent synthesis of the streptonigrin alkaloid skeleton. Directed orthometalation connection to aryl-aryl cross-coupling

A convergent synthesis of 2-[2-(4-phenyl-3-pivaloylamino) pyridyl]quinolines, the streptonigrin alkaloid skeleton, is reported. The methodology involves independent elaboration of the three main building blocks by metalation and two coupling reactions cat

Synthesis of 3-Amino-4-phenylpyridines: a Novel Strategy for the Preparation of CD Ring Models of Streptonigrin

An efficient synthesis of 3-amino-4-phenylpyridine derivatives is reported. 3-Pivaloylaminopyridines were lithiated by butyl-lithium before reaction with iodine as electrophile to afford 4-iodo-3-pivaloylaminopyridines.Cross-coupling of the latter with su