24265-23-4

Usage

Uses

Used in Pharmaceutical Industry:
4-BROMO-3,6-DIHYDRO-2H-PYRAN is used as a chemical intermediate for the synthesis of pharmaceuticals. Its unique structure allows for the development of new drugs and active pharmaceutical ingredients, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 4-BROMO-3,6-DIHYDRO-2H-PYRAN serves as a key intermediate in the production of various agrochemical compounds. Its properties enable the creation of effective pesticides and other agricultural chemicals that can enhance crop protection and yield.
Used as a Fragrance Ingredient:
4-BROMO-3,6-DIHYDRO-2H-PYRAN is utilized in the fragrance industry due to its sweet odor. It can be incorporated into perfumes, cosmetics, and other scented products to provide a pleasant and distinctive aroma.
Used in the Synthesis of Bioactive Molecules:
4-BROMO-3,6-DIHYDRO-2H-PYRAN is also used as a reactant in the synthesis of bioactive molecules with diverse biological activities. Its potential in this area highlights its importance in the development of new therapeutic agents and other bioactive compounds for various applications in the life sciences.
Overall, 4-BROMO-3,6-DIHYDRO-2H-PYRAN is a multifaceted chemical intermediate with broad applications across different industries, underpinning its significance in modern chemical research and development.

Upstream product

• 188975-30-6 5,6-dihydro-4-trifluoromethylsulfonyloxy-2H-pyran 
• 141534-86-3 (dihydro-2H-pyran-4(3H)-ylidene)hydrazine 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 

Downstream Products

• 1227159-91-2 4-(3,6-dihydro-2H-pyran-4-yl)-3-fluorobenzonitrile 
• 1227159-92-3 3-fluoro-4-(tetrahydro-2H-pyran-4-yl)benzonitrile 
• 287944-16-5 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran 
• 1391824-36-4 4-phenethyl-3,6-dihydro-2H-pyran 

Relevant academic research and scientific papers

Development of an efficient process for 3,6-dihydro-2h-pyran-4-boronic acid pinacol ester

An efficient process for the synthesis of 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester has been developed in one-pot manner. Starting from the condensation of 4-tetrahydropyranone with hydrazine hydrate, the subsequent treatment of hydrazone with copper(II) bromide-triethylamine and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) conveniently gave 4-bromo-3,6-dihydro-2H-pyran, which was then conducted through palladium-catalyzed borylation to afford the desired product using a low loading of a Pd catalyst.

Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides

A Ni-catalyzed halogenation of enol triflates was developed and it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reaction conditions. The reaction utilizes inexpensive, bench-stable Ni(OAc)2?4 H2O as a precatalyst and proceeds at room temperature in the presence of sub-stoichiometric Zn and either 1,5-cyclooctadiene or 4-(N,N-dimethylamino)pyridine.

Preparation method of heteroatom-containing cyclohexene halide

The invention discloses a preparation method of a heteroatom-containing cyclohexene halide, belonging to the field of synthesis of fine chemical intermediates. According to the preparation method, cyclohexanone containing heteroatoms is used as a raw material, and gem-dihalide or alkenyl halide is mainly generated in a halogenating reagent; and after an additive is added into organic alkali, and hydrogen halide is removed to generate cyclohexene halide containing heteroatoms. The method is simple in process; the operation of purifying a mixture in traditional methods is avoided; and a productis fully utilized. Under close-to-elimination condition of gem-dibromide, an additive is added to overcome the problem of difficulties in gem-dichloride elimination is by adding, and the purpose of controlling regioselectivity is achieved through steric hindrance of different alkalis.

A 3,6-dihydro -2H-pyran-4-boronic acid frequency method for the synthesis of ester

The invention discloses a synthetic method of 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester, which comprises the following steps: 1) carrying out a reaction of tetrahydro-4H-pyran-4-one and hydrazine hydrate in a solvent to generate single ketone hydrazone; 2) carrying out a reaction of the single ketone hydrazone and copper bromide in a solvent in the presence of triethylamine to obtain a dibromo intermediate; 3) carrying out an elimination reaction of the dibromo intermediate and an alkali in a solvent to obtain an alkenyl bromide compound; 4) carrying out a Suzuki-Miyaura reaction of the alkenyl bromide compound and bis(pinacolato)diboron in a solvent in the presence of a palladium complex to obtain the product. The synthetic method of the invention is simple, and low in cost, adopts no dangerous raw materials, and is safe and suitable for large-scale production.

Method for synthesizing 3, 6-dihydro-2H-pyrazine (thiazine) furan-4-boric acid ester

The invention discloses a method for synthesizing 3, 6-dihydro-2H-pyrazine (thiazine) furan-4-boric acid ester. According to the method, tetrahydropyrazole (thiazine) furan-4-ketone serves as the raw material, generates hydrazone with p-toluenesulfonhydrazide, then reacts with NBS/organic alkali to generate alkenyl bromide and next forms Grignard reagent with magnesium metal, after the Grignard reagent is formed, boron reagent is added for a reaction, and the 3, 6-dihydro-2H-pyrazine (thiazine) furan-4-boric acid ester is obtained. By means of the method, ultralow temperature, column chromatography and palladium catalyzed coupling in a literature method are avoided, raw materials are easy to obtain, cost is low, conditions are mild, and the method has potential industrial application and amplification prospect.

HETEROCYCLICALLY SUBSTITUTED ARYL COMPOUNDS AS HIF INHIBITORS

The present application relates to novel aryl compounds with heterocyclic substituents, processes for their preparation, their use for treatment and/or prevention of diseases and their use for the preparation of medicaments for treatment and/or prevention