7111-77-5

Usage

Uses

Used in Pharmaceutical Industry:
2'-Methyl-[1,1'-Biphenyl]-2-Carboxylic Acid is used as a reagent for the preparation of orally active nonpeptide vasopressin V2 receptor antagonists. These antagonists are important in the development of medications for conditions such as diabetes insipidus and nocturnal enuresis, as they help regulate water balance in the body.
Used in Organic Synthesis:
2'-Methyl-[1,1'-Biphenyl]-2-Carboxylic Acid also acts as an intermediate in various organic synthetic processes. Its unique structure allows it to be a valuable component in the synthesis of complex organic molecules, potentially leading to the development of new pharmaceuticals, agrochemicals, or other specialty chemicals.

Upstream product

• 137600-78-3 2'-Methyl-biphenyl-2-carboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 16419-60-6 2-Methylphenylboronic acid 
• 95-46-5 2-methylphenyl bromide 
• 932-31-0 ortho-tolylmagnesium bromide 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 192637-88-0 2'-methylbiphenyl-2-carboxylic acid ethyl ester 
• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 88-65-3 2-bromobenzoic-acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 579-75-9 2-Methoxybenzoic acid 
• 137600-70-5 2,6-di-tert-butyl-4-methylphenyl 2-methoxybenzoate 
• 137600-69-2 2,6-diisopropylphenyl 2-methoxybenzoate 

Downstream Products

• 1859-10-5 4-methylfluoren-9-ol 
• 7111-68-4 2'-methylbiphenyl-2-carboxaldehyde 
• 484-17-3 9-Phenanthrol 
• 60848-13-7 N-methylphenanthren-9-amine 
• 168162-74-1 methyl (Z)-[4,4-difluoro-1-[4-[2-(2-methylphenyl)benzoyl]amino]benzoyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene]acetate 
• 183313-58-8 (2'-methylbiphenyl-2-yl)phenyldiazomethane 
• 183313-54-4 (2'-methylbiphenyl-2-yl)phenylmethanone hydrazone 
• 1059502-57-6 2-methyl-2'-[hydroxyl(phenyl)methyl]biphenyl 
• 168047-47-0 1-Ethoxycarbonylmethyl-5-{4-[2-(2-methylphenyl)benzoylamino]benzoyl}-1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one 
• 168046-07-9 (5-{4-[(2'-methyl-biphenyl-2-carbonyl)-amino]-benzoyl}-2-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-acetic acid 

Relevant academic research and scientific papers

Annelated Pyridine Bases for the Selective Acylation of 1,2-Diols

A set of 24 annelated derivatives of 4-diaminopyridine (DMAP) has been synthesized and tested with respect to its catalytic potential in the regioselective acylation of 1,2-diol substrates. The Lewis basicities of the catalysts as quantified through quantum chemical calculations vary due to inductive substituent effects and intramolecular stacking interactions between side chain π-systems and the pyridinium core ring system. The primary over secondary hydroxyl group selectivities in catalytic acylations of 1,2-diol substrates depend on the size and the steric demand of the Lewis base and the anhydride reagent.

Visible-Light-Induced Arene C(sp 2)-H Lactonization Promoted by DDQ and tert -Butyl Nitrite

A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp 2)-H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert -butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids is converted into the corresponding benzocoumarin derivatives in moderate to excellent yields. This method is characterized by its atom economy, mild reaction conditions, the use of a green oxidant and metal-free catalysis.

Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds

A survey of diversely substituted 2-arylbenzoic acids were synthesized and tested for use as proton shuttle in the direct arylation of indoles with bromobenzenes. It was found that 3-ethoxy-2-phenylbenzoic acid gives superior yield and selectivity for this class of substrates.

Amide-Directed C?H Sodiation by a Sodium Hydride/Iodide Composite

A new protocol for amide-directed ortho and lateral C?H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds.

Electronic effects on the substitution reactions of benzhydrols and fluorenyl alcohols. Determination of mechanism and effects of antiaromaticity

A range of substituted benzhydrols and fluorenols were prepared and subjected to acid catalysed methanolysis. Analysis of the rates of each of these processes showed correlation with Hammett σ+ parameters as is consistent with the significant build-up of positive charge adjacent to the ring. In combination with the similarity of the electronic susceptibility of the processes, these data suggest that both reactions proceed through a unimolecular rate-determining step. This shows that the effect of fusion of the phenyl systems (and hence potentially introducing an antiaromatic carbocation intermediate) is only to slow the rate of reaction rather than change the mechanism of the process.

Synthesis of fluorenones through rhodium-catalyzed intramolecular acylation of biarylcarboxylic acids

An efficient approach to the synthesis of fluorenones via the rhodium-catalyzed intramolecular acylation of biarylcarboxylic acids was developed. Using this procedure, fluorenones with various substituents can be synthesized in good to high yields. This work marks the first recorded use of catalytic intramolecular acylation to synthesize fluorenones.

An improved protocol for ligandless Suzuki-Miyaura coupling in water

Using a reverse order of addition of reagents, PdCl2 and Pd(OAc)2 are efficient catalysts for the Suzuki-Miyaura reactions in water. The ligandless and mild conditions, the high stability of the catalytic system, short reaction time and good to excellent yields are important features of this protocol.

Pd-EDTA as an efficient catalyst for Suzuki-Miyaura reactions in water

PdCl2-EDTA complex 1 is an efficient catalyst for the Suzuki-Miyaura reactions of aryl and heteroaryl halides with aryl(heteroaryl)boronic acids in water at 20-100°C. Aryl iodides and bromides undergo the cross-coupling with turnover numbers (T

Hypervalent iodine in synthesis XL: First example of palladium-catalyzed coupling reaction of 1-hydroxy-1,2-benziodoxol-3(1H)-one with arylboronic acids and arylborates

Biaryl-2-carboxylic acids have been prepared by palladium-catalyzed coupling reaction of 1-hydroxy-1,2-benziodoxol-3(1H)-one with arylboronic acids and arylborates with good yields under mild conditions.

Synthesis and characterization of orally active nonpeptide vasopressin V2 receptor antagonists

The present study was undertaken to evaluate whether a novel series of 2,6-diaza-5-oxobicyclo[5.4.0]undeca-1(7),8,10-triene derivatives exhibited antagonistic activity for vasopressin V1 and V2 receptors. Most of these compounds were