87943-96-2

Usage

InChI:InChI=1/C12H13BrO4/c1-3-17-12(15)10(13)11(14)8-4-6-9(16-2)7-5-8/h4-7,10H,3H2,1-2H3

Upstream product

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2881-83-6 ethyl 4-methoxybenzoylacetate 

Downstream Products

• 87944-09-0 ethyl 2-dimethylamino-4-(methoxyphenyl)thiazole-5-carboxylate 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-09-4 4-methoxybenzoic acid 
• 121-98-2 methyl 4-methoxybenzoate 
• 1092970-73-4 (E)-3-amino-2-(4-methoxybenzoyl)-3-phenylacrylic acid ethyl ester 
• 1082444-64-1 2-(2,6-difluorophenyl)-4-(4-methoxyphenyl)oxazole-5-carboxylic acid 
• 1082440-55-8 2-(2,6-difluorophenyl)-4-(4-methoxyphenyl)oxazole-5-carboxamide 

Relevant academic research and scientific papers

Electrochemical chlorination and bromination of electron-deficient C[sbnd]H bonds in quinones, coumarins, quinoxalines and 1,3-diketones

The electrochemistry-promoted chlorination and bromination of electron-deficient C[sbnd]H bonds was developed, using quinones, coumarins, quinoxalines and 1,3-diketones. This protocol features readily available and safe halogen sources (hydrochloric acid and KBr), high site-selectivity and mild reaction conditions. It could provide an efficient access to a series of chlorinated and brominated quinones, coumarins, quinoxalines and 1,3-diketones.

Highly efficient and green synthesis of 2,4-diphenyl substituted thiazoles

2,4-Diphenyl thiazole is an important organic intermediate and its derivatives contain multiple biological properties. In the present study, we reported a new protocol to synthesize 2,4-diphenyl thiazole analogs, which involved the bromination of ethyl benzoylacetates with NBS in the presence of 2-hydroxypropyl-β-cyclodextrin, followed by a direct cyclization with thiobenzamides in water. Compared with the reported method, the current protocol contains less reaction steps, milder reaction conditions, and simpler workup procedure.

Synergy of Anodic Oxidation and Cathodic Reduction Leads to Electrochemical C—H Halogenation

We herein uncovered an electrochemical C—H halogenation protocol that synergistically combines anodic oxidation and cathodic reduction for C—X bond formation. The reaction was demonstrated under exogenous-oxidant-free conditions. Moreover, this is the first example of activating CBr4, CHBr3, and CCl3Br under electrochemical conditions.

Expanding Blaise-Type Reactions towards Indium-Mediated Transformations of α-Bromo-β-keto Esters with Nitriles

The aim of this work is the identification of mild reaction conditions for the Blaise-type transformation of brominated β-keto esters with nitriles to generate enamino-substituted keto esters. The best results were obtained when a combination of indium metal (0.7 equiv.) with indium trichloride (1.6 equiv.) were applied at 60 °C for 20 to 72 hours, and these conditions could be applied to a broad range of nitriles and a significant number of different β-keto esters. The transformation of aliphatic nitriles proved to be difficult and gave only moderate yields. However, aromatic nitriles gave good yields in many cases. The applicability range of β-keto esters is acceptable while some electron-deficient aryl-substituents on the keto ester were challenging substrates. Nevertheless, we were able to expand the scope of the Blaise-type reaction towards brominated β-keto esters significantly.

Investigate cleavage of β-O-4 linkage in lignin model compounds by aerobic oxidation of Cα and Cγ hydroxyl groups

The selective cleavage of common linkages in lignin polymers is a promising approach to generate valuable aromatic hydrocarbons. Herein, we found that on oxidation of Cα and Cγ hydroxyl groups in β-O-4 lignin model compounds with TEMPO catalyst resulted in the formation of 1,3-dicarbonyl TEMPO adduct. These oxidized products readily underwent fragmentation at Cα-Cβ bond in the presence of a catalytic amount of acid to generate corresponding carboxylic acid and phenol monomers.

Preparation method for 2-halogenated-1,3-dicarbonyl derivative

The invention discloses a preparation method for a 2-halogenated-1,3-dicarbonyl derivative. The preparation method is suitable for wide 1,3-dicarbonyl derivatives. The raw materials are easy to obtain, and multiple varieties are achieved. The product obtained through the method is diversified in type, and can be directly used and used for other further reactions. According to the method, reaction conditions are gentle, the reaction operation and after-treatment process is simple, reaction time is short, the yield is high, pollution is low, and the preparation method is suitable for industrial production.

Synthesis and biological evaluation of pyrazolylthiazole carboxylic acids as potent anti-inflammatory-antimicrobial agents

Current Letter presents design, synthesis and biological evaluation of a novel series of pyrazolylthiazole carboxylates 1a-1p and corresponding acid derivatives 2a-2p. All 32 novel compounds were tested for their in vivo anti-inflammatory activity by carrageenan-induced rat paw edema method as well as for in vitro antimicrobial activity. All the tested compounds exhibited excellent AI activity profile. Three compounds 1p (R = Cl, R1 = Cl), 2c (R = H, R1 = F) and 2n (R = Cl, R1 = OCH3) were identified as potent anti-inflammatory agents exhibiting edema inhibition of 93.06-89.59which is comparable to the reference drug indomethacin (91.32%) after 3 h of carrageenan injection while most of the other compounds displayed inhibition ≥80%. In addition, pyrazolylthiazole carboxylic acids (2a-2p) also showed good antimicrobial profile. Compound 2h (R = OCH3, R1 = Cl) showed excellent antimicrobial activity (MIC 6.25 μg/mL) against both Gram positive bacteria comparable with the reference drug ciprofloxacin (MIC 6.25 μg/mL).

OXAZOLE TYROSINE KINASE INHIBITORS

The invention provides a compound which is an amide of the formula (1), or a salt, solvate, N-oxide or tautomer thereof; wherein: a is 0 or 1; b is 0 or 1 : provided that the sum of a and b is 0 or 1; T is O or NH Ar1 is a monocyclic or bicyclic 5- to 10-membered aryl or heteroaryl group containing up to 4 heteroatoms selected from O, N and S, and being optionally substituted by one or more substituents R1; Ar2 Js a monocyclic or bicyclic 5- to 10-membered aryl or heteroaryl group containing up to 4 heteroatoms selected from O, N and S and being optionally substituted by one or more substituents R2; and R1 and R2are as defined in the claims. The compounds are inhibitors of kinases and in particular FLT3, FLT4 and Aurora kinases.