74346-19-3

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C9H9BrO2/c1-5-3-7(10)4-6(2)8(5)9(11)12/h3-4H,1-2H3,(H,11,12)

Upstream product

• 5757-66-4 4-bromo-2,6-dimethylbenzonitrile 
• 90841-46-6 methyl 4-bromo-2,6-dimethylbenzoate 
• 24596-19-8 4-bromo-2,6-dimethylphenylamine 
• 132949-41-8 4-Bromo-2,6-dimethylbenzamide 
• 124-38-9 carbon dioxide 
• 206559-43-5 5-bromo-2-iodo-1,3-dimethyl-benzene 
• 920-39-8 isopropylmagnesium bromide 
• 110-05-4 di-tert-butyl peroxide 
• 68837-59-2 4-bromo-2-methylbenzoic acid 
• 87-62-7 2,6-dimethylaniline 

Downstream Products

• 74346-20-6 4-Brom-2,6-dimethylbenzoylchlorid 
• 1011479-53-0 3'-amino-3,5-dimethylbiphenyl-4-carboxylic acid 
• 1071562-63-4 4,4'-dibromo-2,6,2',6'-tetramethyl-trans-stilbenediol-(α,α') 
• 778610-89-2 4,4'-dibromo-2,6,2',6'-tetramethyl-benzil 
• 1154060-59-9 4-bromo-2,6-dimethyl-N-(2-sulfamoylphenylsulfonyl)benzamide 
• 877149-62-7 7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindole-5-carbonitrile 
• 877149-74-1 7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindole-5-carboxylic acid 
• 877149-28-5 5-bromo-7-methyl-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-1-one 
• 927210-23-9 tert-butyl 4-[(5-{7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-5-yl}-1,2,4-oxadiazol-3-yl)methyl]piperazine-1-carboxylate 
• 1314217-78-1 4-bromo-2-(hydroxymethyl)-6-methyl-N-[4-(trifluoromethoxy)benzyl]benzamide 
• 1314217-69-0 7-methyl-5-[(3-piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-1-one methanesulphonate 

Relevant academic research and scientific papers

Preparation method for o-tolylacetic acid aryl formic acid derivative

The invention discloses a preparation method for an o-tolylacetic acid aryl formic acid derivative. According to the method, new C-C bonds can be formed, the organic o-tolylacetic acid aryl formic acid derivative is obtained, the good functional group tolerance is achieved, and the o-tolylacetic acid aryl formic acid derivative which cannot be easily obtained by adopting other methods can be synthesized; according to the method, adopted raw materials are easy to obtain, the yield is high, the reaction conditions are mild, the substrate range is wide, and after-treatment is simple and green.

Palladium-Catalyzed ortho-C-H Methylation of Benzoic Acids

A palladium-catalyzed methylation of C-H bonds of benzoic acids with di-tert-butyl peroxide as the methylating reagent under an external oxidant and ligand-free conditions has been achieved. The reaction is found to be directed by a weakly coordinating carboxyl group, offering a facile route for the synthesis of highly functionalized ortho-methyl benzoic acids.

BIOREVERSABLE PROMOIETIES FOR NITROGEN-CONTAINING AND HYDROXYL-CONTAINING DRUGS

Disclosed are promoieties of the following formula which can be used to form prodrugs of nitrogen-containing or hydroxyl-containing drug or a pharmaceutically active agent: (I) and pharmaceutical compositions comprising the prodrugs.

Isoindolone formation via intramolecular Diels-Alder reaction

The intramolecular Diels-Alder reaction provides a useful synthetic methodology to build biologically active and synthetically useful isoindolone ring systems. An application of this methodology, providing an efficient manufacturing route to an mGluR2 positive allosteric modulator via a 1,5,7-substituted isoindolone, is reported herein.

PROCESS FOR MAKING A METABOTROPIC GLUTAMATE RECEPTOR POSITIVE ALLOSTERIC MODULATOR - 874

Processes for making 7-methyl-5-(3piperazin-1-ylmethyl-[1,2,4]oxadiazol-5-yl)-2-(4- trifluoromethoxybenzyl)-2,3-dihydroisoindol-1-one

HYDRAZIDES AND THEIR USE AS METABOTROPIC GLUTAMATE RECEPTOR POTENTIATORS - 681

The present invention is directed to compounds of Formula I: wherein A and R1 to R8 are as defined in the specification.

2-AMINOQUINAZOLINE DERIVATIVE

The present invention provides a compound represented by Formula (I) (wherein R 1 and R 2 are the same or different, and each represents a hydrogen atom, substituted or unsubstituted lower alkyl and the like, R 3 represents substituted or unsubstituted aryl, a substituted or unsubstituted aromatic heterocyclic group and the like, R 4 and R 5 are the same or different, and each represents a hydrogen atom, halogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted aryl and the like, proviso that they are not simultaneously hydrogen atoms, and R 6 represents hydroxy or substituted or unsubstituted lower alkoxy), or a pharmaceutically acceptable salt thereof and the like.

ISOINDOLONE COMPOUNDS AND THEIR USE AS METABOTROPIC GLUTAMATE RECEPTOR POTENTIATORS

The present invention is directed to compounds of formula (I), wherein R1 is a ring and n is a number from 1 to 8. The invention also relates to use of the compounds in therapy as metabotropic glutamate receptor modulators, particularly in neurological and psychiatric disorders.

Vinyl Cation Intermediates in Solvolytic and Electrophilic Reactions. 1. Solvolysis of α-Arylvinyl Derivatives

The solvolysis of 16 α-arylvinyl tosylates, bromides, and chlorides has been investigated in various alcohol-water mixtures and in acetic acid at several temperatures.All substrates were substituted with either 2-methyl or 2,6-dimethyl groups to accelerate the rates of reaction.The major or exclusive product isolated in most cases was the acetophenone arising from hydrolysis of the expected enol ethers or acetates during workup.The kinetics were simple first order in the vast majority of cases, with excess base added to prevent side reactions.Leaving group effects, Winstein-Grunwald m values, Schleyer Q values, and effects of solvent nucleophilicity all point to a limiting SN1 ionization generating a vinyl cation intermediate, in which there is little rear-side nucleophilic assistance by solvent.Substituent effects led to ρ values in the range -3.9 to -5.3 vs. ?+.Activation parameters are typical for an SN1 process, and ΔS% is insensitive to the presence of zero, one, or two o-methyl groups, as are the effects of solvent polarity on the rates.The results should therefore be directly comparable with other solvolytic or electrophilic reactions generating formally similar vinyl cation intermediates.