1147531-06-3

Basic information

• Product Name: 2-((tert-butyldiMethylsilyloxy)Methyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
• Synonyms: 2-((tert-butyldiMethylsilyloxy)Methyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
• CAS NO: 1147531-06-3
• Molecular Formula: C₁₉H₃₄BNO₃Si
• Molecular Weight: 363
• Mol File: 1147531-06-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-((tert-butyldiMethylsilyloxy)Methyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((tert-butyldiMethylsilyloxy)Methyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline(1147531-06-3)
• EPA Substance Registry System: 2-((tert-butyldiMethylsilyloxy)Methyl)-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline(1147531-06-3)

Safety Data

• Hazardous Substances Data: 1147531-06-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-((tert-Butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used as a synthetic intermediate for the development of pharmaceutical compounds. Its unique structure allows for selective cross-coupling reactions, enabling the formation of complex molecular frameworks that are otherwise challenging to achieve. 2-((tert-Butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline contributes to the advancement of drug discovery by providing access to novel bioactive molecules with potential therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, 2-((tert-Butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is utilized as a key intermediate in the synthesis of innovative agrochemicals. Its ability to participate in cross-coupling reactions aids in the creation of new molecules with enhanced pesticidal or herbicidal properties, thereby contributing to more effective and sustainable agricultural practices.
Used in Advanced Material Synthesis:
2-((tert-Butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is employed as a building block in the synthesis of advanced materials, such as conductive polymers or functional materials for energy storage. Its compatibility with cross-coupling reactions allows for the incorporation of 2-((tert-Butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline into the molecular design of materials with tailored properties, addressing specific needs in various high-tech applications.
Used in Organic Synthesis Research:
As a complex organic compound with unique functional groups, 2-((tert-Butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used in academic and industrial research settings to explore new synthetic methodologies and reaction mechanisms. Its reactivity and structural features provide opportunities for chemists to investigate novel approaches to organic synthesis, potentially leading to more efficient and selective processes in the preparation of complex organic molecules.

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 861106-91-4 (2-bromo-6-nitro-phenyl)-methanol 
• 1147531-02-9 ((2-bromo-6-nitrobenzyl)oxy)(tert-butyl)dimethylsilane 
• 1147531-04-1 3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1147531-08-5 N-(2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(dimethylamino)benzamide 
• 1147530-03-7 N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide 
• 1361941-39-0 2-tert-butyl-5-((2-((tert-butyldimethylsilyloxy)methyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl)phenylamino)methyl)thiazole-4-carboxylic acid 
• 1361941-38-9 methyl 2-tert-butyl-5-((2-((tert-butyldimethylsilyloxy)methyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl)phenylamino)-methyl)thiazole-4-carboxylate 
• 1361941-37-8 methyl 2-tert-butyl-4-((2-((tert-butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamino)methyl)thiazole-5-carboxylate 

Relevant articles and documents

Structure-based drug design of RN486, a potent and selective Bruton's tyrosine kinase (BTK) inhibitor, for the treatment of rheumatoid arthritis

Structure-based drug design was used to guide the optimization of a series of selective BTK inhibitors as potential treatments for Rheumatoid arthritis. Highlights include the introduction of a benzyl alcohol group and a fluorine substitution, each of which resulted in over 10-fold increase in activity. Concurrent optimization of drug-like properties led to compound 1 (RN486) (J. Pharmacol. Exp. Ther. 2012, 341, 90), which was selected for advanced preclinical characterization based on its favorable properties.

PYRIDINONES/PYRAZINONES, METHOD OF MAKING, AND METHOD OF USE THEREOF

Pyridone and pyrazinone compounds of Formula (I) including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

BTK protein kinase inhibitors

This application discloses pyridine and pyrimidine compounds according to formula I wherein R1, R2, R3, R4, R5, X1 and A are as described herein which inhibit Btk. The compounds disclosed herein are useful to modulate the activity of Btk and treat diseases associated with excessive Btk activity. The compounds are further useful to treat inflammatory and auto immune diseases associated with aberrant B-cell proliferation such as rheumatoid arthritis. Also disclosed are compositions containing compounds of formula I and at least one carrier, diluent or excipient.