294881-10-0

Basic information

• Product Name: 3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER
• Synonyms: 3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER;3-BROMO-BETA-OXO-BENZENEPROPANOIC ACID METHYL ESTER;3-BroMo-b-oxo-benzenepropanoic acid Methyl ester
• CAS NO: 294881-10-0
• Molecular Formula: C₁₀H₉BrO₃
• Molecular Weight: 257.08
• Mol File: 294881-10-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER(294881-10-0)
• EPA Substance Registry System: 3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER(294881-10-0)

Safety Data

• Hazardous Substances Data: 294881-10-0(Hazardous Substances Data)

Usage

Uses

Used in Scientific Research:
3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER is used as a chemical intermediate for various synthetic organic chemistry applications. Its unique structure, which includes a bromophenyl group and an oxo-propionic acid group, makes it a valuable compound for the synthesis of more complex molecules in the field of organic chemistry.
Used in Pharmaceutical Industry:
3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER is used as a building block in the development of new pharmaceutical compounds. Its structural features can be exploited to create novel drug candidates with potential therapeutic applications.
Used in Chemical Synthesis:
3-(3-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER is used as a reagent in various chemical synthesis processes. Its versatility in organic chemistry allows it to be a key component in the preparation of a wide range of chemical products.

Upstream product

• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 1621176-45-1 1-(3-bromophenyl)-3-(4,5,6,7-tetrabromo-2H-benzotriazol-2-yl)propan-1-ol 
• 51699-53-7 3-(3-bromophenyl)-3-hydroxypropyl 4-methylbenzenesulfonate 
• 51699-46-8 1-(3-bromophenyl)propane-1,3-diol 
• 1610628-74-4 C₁₀H₇BrO₄ 
• 1383740-55-3 methyl 2-(3-bromophenyl)-4,5-dicyanofuran-3-carboxylate 
• 51699-41-3 ethyl 3-hydroxy-3-(3-bromophenyl)-propanoate 
• 1359872-63-1 1-(3-bromobenzoyl)cyclopropanecarboxylic acid 
• 1359872-87-9 C₁₂H₁₁BrO₃ 
• 1340475-99-1 dimethyl 2,4-bis(3-bromobenzoyl)pentanedioate 

Relevant articles and documents

Cu-Catalyzed Synthesis of Benzoxazole with Phenol and Cyclic Oxime

A Cu-catalyzed straightforward synthesis of benzoxazoles from free phenols and cyclic oxime esters is reported. The mild reaction conditions tolerate various electron-withdrawing and electron-donating functional groups on both substrates, affording benzoxazoles in moderate to good yields. With this protocol, large-scale syntheses of Ezutromid and Flunoxaprofe in one or two steps are demonstrated. A catalytic mechanism, which includes Cu-catalyzed amination via inner-sphere electron transfer and consequent annulation, is proposed.

Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis

Alkyl N-aryl 1,2,3-triazole-carboxylates are important molecules or intermediates in medicinal chemistry, but the synthesis of N2-aryl counterparts remains elusive. Herein, we describe a Cu-mediated annulation reaction of alkyl 3-aminoacrylates with aryldiazonium salts, both of which are readily available substrates. Furthermore, alkyl 2-aminoacrylates are also viable substrates. Diverse alkyl N2-aryl 1,2,3-triazole-carboxylates and their analogues can be rapidly prepared under mild conditions. Especially, this protocol allows one to access several druglike variants of carbonic anhydrase inhibitors and celecoxib.

PhIO/Et3N ? 3HF-Mediated Formation of Fluorinated 2H-Azirines via Domino Fluorination/Azirination Reaction of Enamines

A variety of enamine carboxylic esters and enaminones were converted to the biologically interesting fluorinated 2H-azirines through reactions with PhIF2 generated in situ by PhIO and Et3N ? 3HF in 1,2-dichroloethane, which features the hypervalent iodine reagents-mediated introduction of fluorine atom and formation of the 2H-azirine skeleton under metal-free conditions. The domino reaction is postulated to proceed via a PhIF2-mediated oxidative fluorination and a subsequent azirination of the fluorinated enamine intermediates. (Figure presented.).

Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination

The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process.

Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate

Trimethylchlorosilane was used as chlorine source for the α-chlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. The reaction allows the selective synthesis of α-monochlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility of this conversion for bromination has also been investigated.

Studies on the chemoenzymatic synthesis of (R)- and (S)-methyl 3-aryl-3-hydroxypropionates: The influence of toluene-pretreatment of lipase preparations on enantioselective transesterifications

Two series (para- and meta-substituted) of racemic methyl esters of 3-aryl-3-hydroxypropionic acid were prepared after which the enantiomers were separated by an enzyme-catalyzed transesterification. Several lipases were investigated as the catalyst. The influence of the enzyme pretreatment, as well as substrate concentration, reaction temperature, stirring manner, and substrate conversion on the stereochemical outcome of the biotransformation process were investigated in detail. The best results were achieved by using solvent-pretreated lipase from Pseudomonas fluorescens or Burkholderia cepacia suspended in toluene, and vinyl acetate as the acetyl group donor.

HOTf mediated cascade reactions of 1-arenoylcyclopropanecarboxylic acids with arenes

The cascade reactions of 1-arenoylcyclopropanecarboxylic acids with arenes proceed smoothly in freshly distilled HOTf to give the corresponding tetrahydro-5H-benzo[c]fluorene derivatives in good yields along with high stereoselectivities under mild conditions. The Royal Society of Chemistry.

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Activation of the aci-form of nitromethane using Lewis acids for the attack of carbon nucleophiles was studied. 1,3-Dicarbonyl compounds in the presence of catalytic amounts of AuCl3 or Cu(OTf)2 in nitromethane solvent could be converted into methylene-bridged bis-1,3-dicarbonyl compounds.

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