35450-36-3

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 2-BROMO-5-METHOXYBENZOATE is used as a pharmaceutical intermediate for the synthesis of various drugs. Its chemical structure allows it to be a key component in the development of new medications, contributing to the advancement of pharmaceutical research and drug discovery.
As a colorless liquid, METHYL 2-BROMO-5-METHOXYBENZOATE's properties make it suitable for use in the pharmaceutical industry, where it can be easily incorporated into the manufacturing process of various medications. Its role as an intermediate allows for the creation of a wide range of pharmaceutical products, ultimately benefiting patients and the healthcare industry as a whole.

InChI:InChI=1/C9H9BrO3/c1-12-6-3-4-8(10)7(5-6)9(11)13-2/h3-5H,1-2H3

Upstream product

• 5368-81-0 methyl 3-methoxybenzoate 
• 75-91-2 tert.-butylhydroperoxide 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 74-88-4 methyl iodide 
• 154607-00-8 methyl 3-hydroxy-6-bromobenzoate 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 1083407-17-3 N,5-dihydroxy-2-methoxybenzamide 
• 67-56-1 methanol 

Downstream Products

• 131001-91-7 methyl 2-ethenyl-5-methoxybenzoate 
• 42523-25-1 4,4'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid 
• 374803-67-5 2-bromo-N,5-dimethoxy-N-methylbenzamide 
• 560134-48-7 methyl 5-methoxy-2-(prop-2-enyl)benzoate 
• 943615-32-5 C₁₇H₂₀N₂O₄ 
• 286440-10-6 1-(2-bromo-5-methoxybenzoyl)thiosemicarbazide 
• 92254-27-8 4-methoxy-[1,1'-biphenyl]-2-carboxylic acid 
• 870189-33-6 2-(4-cyano-5-methyl-2-o-tolyl-2H-pyrazol-3-ylamino)-5-methoxy-benzoic acid methyl ester 
• 73502-03-1 methyl 5-methoxy-2-methyl-benzoate 

Relevant academic research and scientific papers

Improved Multigram Route to a Tricyclic Key Intermediate for Dibenzosuberone-Based p38 Inhibitors via an Optimized Early-Stage Heck Coupling

The p38α MAP kinase has been a heavily investigated target in the last two decades. The structural class of dibenzosuberone-based p38 inhibitors, exemplified by the promising candidate skepinone-L, was already successfully validated in several in vivo mod

A Chan-Evans-Lam approach to trisubstituted vinyl ethers

Trisubstituted vinyl ethers were accessedviaChan-Evans-Lam coupling of vinyl trifluoroborates and primary aliphatic alcohols. This approach complements prior methods that required the use of neat liquid alcohol coupling partners. A palladium-catalyzed redox-relay Heck reaction was used to convert several vinyl ethers into aldehyde-functionalized 1,3-dihydroisobenzofurans.

Synthesis and photophysical properties of isocoumarin-based D-π-A systems

We prepared a small library of polarity-sensitive fluorescent dyes characterized by an isocoumarin core properly functionalized with a conjugated push-pull system. The key step of the synthesis is based on a regio-selective silver(I)/p-TSA co-catalyzed cyclization of 2-alkynylbenzoates recently optimized in our laboratory. The photophysical properties of isocoumarin-based D-π-A systems have been investigated and a rationale was proposed based on their dipole moments and Hammett constants of the ED and EW groups involved.

Aromatic Halogenation Using N-Halosuccinimide and PhSSiMe3 or PhSSPh

We developed a mild aromatic halogenation reaction using a combination of N-halosuccinimide and PhSSiMe3 or PhSSPh. Less reactive aromatic compounds, such as methyl 4-methoxybenzoate, were brominated with PhSSiMe3 or PhSSPh and N-bromosuccinimide in high yields. No reaction was observed in the absence of PhSSiMe3 or PhSSPh. This method is also applicable to chlorination reactions using N-chlorosuccinimide and PhSSPh.

Formation of substituted 1-naphthols and related products via dimerization of alkyl 3-(o-halo(het)aryl)-oxopropanoates based on a CuI-catalyzed domino C-arylation/condensation/aromatization process

Substrates bearing both a β-ketoester moiety and a (het)aryl halide structure element were dimerized to 1-naphthols and related products in the presence of catalytic amounts of CuI in isopropanol. The reaction starts with an intermolecular C-arylation, which is followed by an intramolecular condensation. The final aromatization delivers the highly substituted products with yields up to 81%.

Nitrogen enriched mesoporous organic polymer anchored copper(ii) material: An efficient and reusable catalyst for the synthesis of esters and amides from aromatic systems

A new copper-grafted mesoporous poly-melamine-formaldehyde (Cu-mPMF) has been synthesized from melamine and paraformaldehyde in DMSO medium, followed by grafting of Cu(ii) at its surface. Cu-mPMF has been characterized by elemental analysis, powder XRD, HR TEM, FE-SEM, N2 adsorption study, FT-IR, UV-vis DRS, TGA-DTA, EPR spectroscopy, Raman spectroscopy and X-ray photoelectron spectroscopy (XPS). The Cu-grafted mesoporous material showed very good catalytic activity in methyl esterification of benzylic alcohols and amidation of nitriles. Moreover, the catalyst is easily recoverable and can be reused seven times without appreciable loss of catalytic activity in the above reactions. The highly dispersed and strongly bound Cu(ii) sites in the Cu-grafted mesoporous polymer could be responsible for the observed high activities of the Cu-mPMF catalyst. Due to strong binding with the functional groups of the polymer, no evidence of leached copper from the catalyst during the course of reaction emerged, suggesting true heterogeneity in the catalytic process. This journal is

Copper-catalyzed methyl esterification reactions via C-C bond cleavage

The highly effective synthesis of methyl esters from benzylic alcohols, aldehydes, or acids via copper-catalyzed C-C cleavage from tert-butyl hydroperoxide is reported in this paper for the first time. Our protocol is easily accessible and practical, making it a possible supplement for the traditional way.

ISOQUINOLINE COMPOUNDS AND METHODS FOR TREATING HIV

Provided are compounds and pharmaceutically acceptable salts thereof, their pharmaceutical compositions, their methods of preparation, and their use for treating viral infections mediated by a member of the retrovirus family of viruses such as the Human Immunodeficiency Virus (HIV).

Synthesis and structure-activity relationship of novel lactam-fused chroman derivatives having dual affinity at the 5-HT1A receptor and the serotonin transporter

The structure-activity relationship (SAR) for three series of lactam-fused chroman derivatives possessing 3-amino substituents was evaluated. Many compounds exhibited affinities for both the 5-HT1A receptor and the 5-HT transporter. Compounds 45 and 53 demonstrated 5-HT1A antagonist activities in the in vitro cAMP turnover model.

CHEMICAL COMPOUNDS

A compound of formula (I) is described; wherein the substituents are as defined in the text and wherein the compound is intended for use in the production of a vascular damaging effect in a warm-blooded animal.