336182-29-7

Usage

Uses

Used in Organic Synthesis:
4-Bromo-N-isopropylbenzamide is used as a building block in organic synthesis for the creation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-Bromo-N-isopropylbenzamide is utilized as a key intermediate in the development of new drugs. Its properties and reactivity make it suitable for the synthesis of drug candidates with potential therapeutic applications.
Used in Medicinal Chemistry:
4-Bromo-N-isopropylbenzamide is employed in medicinal chemistry for the design and optimization of novel drug molecules. Its structural features can be leveraged to enhance the potency, selectivity, and pharmacokinetic properties of drug candidates, contributing to the advancement of new therapeutic agents.
Overall, 4-Bromo-N-isopropylbenzamide is a versatile and valuable chemical compound with applications across various industries, particularly in organic synthesis, pharmaceutical research, and medicinal chemistry. Its unique structure and properties make it an essential component in the development of new drugs and other chemical products.

InChI:InChI=1/C10H12BrNO/c1-7(2)12-10(13)8-3-5-9(11)6-4-8/h3-7H,1-2H3,(H,12,13)

Upstream product

• 79606-46-5 4-bromo-N,N-diisopropylbenzamide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 67-63-0 isopropyl alcohol 
• 75-31-0 isopropylamine 
• 586-75-4 4-chlorobenzoyl chloride 
• 2700-30-3 N,N-diisorpopylformamide 
• 106-38-7 para-bromotoluene 
• 1122-91-4 4-bromo-benzaldehyde 
• 99-73-0 para-bromophenacyl bromide 
• 693-13-0 diisopropyl-carbodiimide 
• 586-76-5 4-Bromobenzoic acid 

Downstream Products

• 1138239-38-9 4-(4-isopropylcarbamoyl-phenyl)-butyric acid ethyl ester 
• 1416784-40-1 4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide 
• 1416784-90-1 4-{3-(cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 60376-97-8 N-(4-bromobenzyl)isopropylamine 
• 27895-62-1 N-4-bromobenzylideneisopropylamine 
• 1122-91-4 4-bromo-benzaldehyde 
• 99177-33-0 (4-bromo-benzyl)-isopropyl-amine; hydrochloride 

Relevant academic research and scientific papers

Hydrogenation of Secondary Amides using Phosphane Oxide and Frustrated Lewis Pair Catalysis

The metal-free catalytic hydrogenation of secondary carboxylic acid amides is developed. The reduction is realized by two new catalytic reactions. First, the amide is converted into the imidoyl chloride by triphosgene (CO(OCCl3)2) using novel phosphorus(V) catalysts. Second, the in situ generated imidoyl chlorides are hydrogenated in high yields by an FLP-catalyst. Mechanistic and quantum mechanical calculations support an autoinduced catalytic cycle for the hydrogenation with chloride acting as unusual Lewis base for FLP-mediated H2-activation.

Towards a Sequential One-Pot Preparation of 1,2,3-Benzotriazin-4(3H)-ones Employing a Key Cp*Co(III)-catalyzed C?H Amidation Step

1,2,3-benzotriazin-4(3H)-one derivatives have been recognised for their potential application as pesticides and pharmaceuticals and new methodologies for their preparation, starting from readily accessible reagents would therefore be an attractive proposition. A wide range of differently substituted benzamides are readily available, which provide an excellent substrate scaffold for the application of direct C?H functionalization protocols. In this context, herein we report the use of a Cp*Co(III) catalyst for the amidation of these benzamides, using 1,4,2-dioxazol-5-ones as amidating agent. The isolable intermediate 2-acetamido benzamide products can thereafter be converted to the desired 1,2,3-benzotriazin-4(3H)-one derivatives through the use of tert-butyl nitrite under mild conditions. It was found to be possible to perform the second step with the crude reaction mixture obtained from the initial C?H amidation step, leading to the overall development of a facile one-pot procedure for the preparation of a range of substituted 1,2,3-benzotriazin-4(3H)-one derivatives, requiring only 5 hours of reaction time, which is also applicable on a gram scale. In addition, the key Cp*Co(III)-catalyzed C?H amidation step has been studied by DFT calculations in order to fully elucidate the mechanism. (Figure presented.).

N-Heterocyclic Carbene-Mediated Microfluidic Oxidative Electrosynthesis of Amides from Aldehydes

A flow process for N-Heterocyclic Carbene (NHC)-mediated anodic oxidative amidation of aldehydes is described, employing an undivided microfluidic electrolysis cell to oxidize Breslow intermediates. After electrochemical oxidation, the reaction of the intermediate N-acylated thiazolium cation with primary amines is completed by passage through a heating cell to achieve high conversion in a single pass. The flow mixing regimen circumvented the issue of competing imine formation between the aldehyde and amine substrates, which otherwise prevented formation of the desired product. High yields (71-99%), productivities (up to 2.6 g h-1), and current efficiencies (65-91%) were realized for 19 amides.

FUNCTIONALISED AND SUBSTITUTED INDOLES AS ANTI-CANCER AGENTS

The present invention relates to anti-tropomyosin compounds, processes for their preparation, and methods for treating or preventing a proliferative disease, preferably cancer, using compounds of the invention.

Syntheses of amides via iodine-catalyzed multiple sp3 C-H bonds oxidation of methylarenes and sequential coupling with N,N-dialkylformamides

The oxidative coupling of methylarenes and N,N-dialkylformamides was developed, and the appropriate reaction conditions were established. By using I2 as the catalyst, and tert-butyl hydroperoxide (TBHP) as the oxidant, the reaction provided N,N

AZETIDINYL PHENYL, PYRIDYL OR PYRAZINYL CARBOXAMIDE DERIVATIVES AS JAK INHIBITORS

The present invention provides azetidinyl phenyl, pyridyl, or pyrazinyl carboxamide derivatives of formula (I), as well as their compositions and methods of use, that modulate the activity of Janus kinase (JAKs) and are useful in the treatment of diseases related to the activity of JAK including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.

Isoquinoline-catalyzed reaction of phenacyl bromide and N, N -dialkylcarbodiimides: Novel synthesis of azirines

A practical and efficient procedure for the synthesis of polysubstituted azirines and in some cases benzamides was developed through reaction of phenacyl bromides and N,N-dialkylcarbodiimides, in the presence of catalytic amount of isoquinoline in dry ace

Tandem Rh(III)-catalyzed oxidative acylation of secondary benzamides with aldehydes and intramolecular cyclization: The direct synthesis of 3-hydroxyisoindolin-1-ones

The rhodium-catalyzed oxidative acylation between secondary benzamides and aryl aldehydes via sp2 C - H bond activation followed by an intramolecular cyclization is described. This method results in the direct and efficient synthesis of 3-hydro

IMPROVED METHOD FOR THE PRODUCTION OF N-SUBSTITUTED AMIDES FROM NITRILES

An improved method for the production of N-substituted amides of formula RCONHR1 (I) wherein R represents an optionally monosubstituted or polysubstituted C1-C20-alkyl-, C5 -C20-aryl- or C5-C20--heterocyclic radical and R1 represents an optionally monosubstituted or polysubstituted C1-C20-alkyl- or C5-C20-aryl radical from corresponding nitriles of formula RCN (II) wherein R1 is defined as above, wherein a nitril of formula (II) is reacted in polyphosphoric acid with an alcohol of formula R10H (III) wherein R1 is as defined above, in the presence of a compound from the group consisting of phosphorpentoxide, phosphoroxychloride, sulfurylchloride, dialkylcarbonate and dialkylsulfate at a temperature of 80 -190 °C to form the corresponding N-substituted amide.

The halogenation of some benzamides takes place preferentially at the ortho,para positions

The orientation of chlorination and bromination of N,N-disubstituted benzamides in aqueous acetic acid is strongly influenced by the nature of the alkyl groups at the nitrogen atom. With large groups, the halogenation takes place fairly selectively at the ortho/para positions.