7160-11-4

Usage

InChI:InChI=1/C10H12N2O3/c1-7(2)10(13)11-8-3-5-9(6-4-8)12(14)15/h3-7H,1-2H3,(H,11,13)

Upstream product

• 563-83-7 ISOPROPYLAMIDE 
• 98-95-3 nitrobenzene 
• 4406-41-1 N-phenylisobutyramide 
• 3393-96-2 p-nitrobenzanilide 
• 100-01-6 4-nitro-aniline 
• 79-30-1 isobutyryl chloride 

Downstream Products

• 1174762-81-2 C₁₆H₁₆N₂O₃ 
• 1019455-18-5 (4-amino-phenyl)-carbamic acid isobutyl ester 

Relevant academic research and scientific papers

COMPOUNDS FOR REGULATING FAK AND/OR SRC PATHWAYS

The present application provides novel optionally substituted fused pyridine and pyrimidine bicyclic compounds and pharmaceutically acceptable salts thereof. Also provided are methods for preparing these compounds. These compounds are useful in co-regulating FAK and/or Src activity by administering a therapeutically effective amount of one or more of the compounds to a subject. By doing so, these compounds are effective in treating conditions associated with the dysregulation of the FAK and/or Src pathway. Advantageously, these compounds perform as dual FAK and/or Src inhibitors. A variety of conditions can be treated using these compounds and include diseases which are characterized by inflammation or abnormal cellular proliferation. In one embodiment, the disease is cancer.

Ozone-mediated Reaction of Anilides and Phenyl Esters with Nitrogen Dioxide: Enhanced Ortho-reactivity and Mechanistic Implications

In the presence of ozone, anilides 1 can be nitrated rapidly with nitrogen dioxide in chloroform at 0 deg C to give a high proportion of ortho-nitro derivatives (ortho:para = 1.2-4.4) in good yields.The phenyl esters 15 can be similarly nitrated on the aromatic ring without significant cleavage of the ester bond, giving a mixture of isomeric nitro derivatives in which the ortho-isomer predominantes (ortho:para = 1.1-1.5).The oridin of the enhanced ortho reactivity is discussed in terms of an electron-transfer process involving the nitrogen trioxide as initial electrophile.

Amination of Nitrobenzene via Nucleophilic Aromatic Substitution for Hydrogen: Direct Formation of Aromatic Amide Bonds

The first example of the direct formation of aromatic amide bonds via nucleophilic aromatic substitution for hydrogen is described.Thus, the reaction of benzamide, tetramethylammonium hydroxide dihydrate, and nitrobenzene under anaerobic conditions generates N-(4-nitrophenyl)benzamide (1) (98percent) and azoxybenzene (30percent) in isolated yields.In addition, other substituted benzamides and aliphatic amides are shown to function as nucleophiles in this reaction.A mechanism that is consistent with the simultaneous formation of anilide products and azoxybenzene which requires the oxidation of ?-complex intermediates by nitrobenzene initially generating nitrobenzene radical anions is proposed.By contrast, when the reaction is run under aerobic conditions, the formation of azoxybenzene is completely inhibited due to the trapping of nitroarene radicals by O2.The ability to prepare 1 in high yield and regioselectivity affords a novel route for the direct amination of nitrobenzene that does not require halogenated intermediates or auxiliary leaving groups.Accordingly, treatment of 1 with methanolic ammonia results in the aminolysis of the amide bond producing 4-nitroaniline and regenerates benzamide.