947407-84-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromopyridin-2(1H)-One is used as a key intermediate in the synthesis of various pharmaceuticals. Its presence in the molecular structure of target drugs aids in enhancing their therapeutic effects and pharmacological properties, making it a valuable component in drug development.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromopyridin-2(1H)-One serves as an intermediate in the production of certain agrochemicals. Its integration into these compounds can contribute to the effectiveness of pesticides, herbicides, and other agricultural products, thereby supporting crop protection and yield enhancement.
Used in Material Science:
4-Bromopyridin-2(1H)-One is utilized in the development of new materials due to its chemical reactivity and structural characteristics. It can be incorporated into the design of advanced materials with specific properties, such as conductivity, magnetism, or optical characteristics, depending on the application requirements.
Used in Organic Synthesis:
As a building block in organic synthesis, 4-Bromopyridin-2(1H)-One is employed in the creation of complex organic molecules. Its versatility allows it to be a part of synthetic pathways leading to a wide range of organic compounds, including those with potential applications in medicine, fragrances, and dyes.
Used in Medicinal Research:
4-Bromopyridin-2(1H)-One has been explored for its potential medicinal properties due to its biological activities. Researchers are interested in its capacity to interact with biological targets, which may lead to the discovery of new therapeutic agents or contribute to understanding disease mechanisms.

Upstream product

• 947407-85-4 4-bromo-1-tert-butyl-5,6-dihydro-1H-pyridin-2-one 
• 90608-67-6 1-tert-butyl-piperidine-2,4-dione 

Downstream Products

• 1261279-37-1 4-bromo-1-(3,4-difluorobenzyl)-5,6-dihydropyridine-2(1H)-one 
• 1261278-51-6 C₂₃H₂₁F₂N₃O₂ 

Relevant academic research and scientific papers

Preparation and intramolecular [2+2]-photocycloaddition of 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones with C-, N-, and O-linked alkenyl side chains at the 4-position

(Chemical Equation Presented) The 1,5-dihydropyrrol-2-ones 2, 6, 9, and 11 were prepared from methyl tetramates (1a-c), N-Boc-protected tetramic acid (3), or N-Boc-protected tetramic acid bromide (7) in short reaction sequences and in very good overall yields. The homologous 5,6-dihydro-1H-pyridin-2-ones 16,18, 20, 21, 23, and 27 were prepared along analogous routes starting from piperidin-2,4-dione (19) or from its N-terf-butyl derivative 15. Optimized conditions for the [2+2]-photocycloaddition include the use of dichloromethane as the solvent and an irradiation with a mercury low-pressure lamp (λ = 254 nm). Upon applying these conditions at ambient temperature, the corresponding intramolecular photocycloaddition products 28-37 were obtained in good yields (52-79%) and with perfect diastereoselectivity. The constitution and configuration of the products was elucidated by NMR-spectroscopy. For the O-tethered substrates 2a and 20, a strong decrease of the photocycloaddition rate with temperature was observed. The effect was less pronounced for N- and C-tethered substrates 6, 9, 23, and 27. The use of a chiral complexing agent to achieve enantioselective reactions appears viable. Complexing agent (-)-38, however, is not suited because of its instability at λ = 254 nm.

Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions: Short access to the antidepressant (±)-rolipram

A straightforward access to the title compounds was established by Pd-catalyzed Negishi cross-coupling reactions of the readily available bromides 3 and 6 with various functionalized zinc reagents (71-97% yield). Georg Thieme Verlag Stuttgart.