27149-27-5

Upstream product

• 3034-53-5 2-bromo-1,3-thiazole 
• 589-87-7 1,4-bromoiodobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 96159-83-0 2-(4-bromophenyl)-4,5-dihydro-1,3-thiazole 
• 121359-48-6 2-(tri-n-butylstannyl)thiazole 

Downstream Products

• 176961-15-2 N-(3,4-Dimethyl-5-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-4'-(2-thiazolyl)[1,1'-biphenyl]-2-sulfonamide 
• 1073242-22-4 C₁₄H₁₄N₂O₂S 
• 1358778-98-9 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-thiazole 
• 1312474-12-6 (2R)-N-hydroxy-2-methyl-2-(methylsulfonyl)-4-{2-oxo-4-[4-(1,3-thiazol-2-yl)phenyl]pyridin-1(2H)-yl}butanamide 
• 1358778-99-0 (2R)-2-methyl-2-(methylsulfonyl)-4-{2-oxo-4-[4-(1,3-thiazol-2-yl)phenyl]pyridin-1(2H)-yl}-N-(tetrahydro-2H-pyran-2-yloxy)butanamide 

Relevant academic research and scientific papers

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Molecules labeled with fluorine-18 (18F) are used in positron emission tomography to visualize, characterize and measure biological processes in the body. Despite recent advances in the incorporation of 18F onto arenes, the development of general and efficient approaches to label radioligands necessary for drug discovery programs remains a significant task. This full account describes a derisking approach toward the radiosynthesis of heterocyclic positron emission tomography (PET) radioligands using the copper-mediated 18F-fluorination of aryl boron reagents with 18F-fluoride as a model reaction. This approach is based on a study examining how the presence of heterocycles commonly used in drug development affects the efficiency of 18F-fluorination for a representative aryl boron reagent, and on the labeling of more than 50 (hetero)aryl boronic esters. This set of data allows for the application of this derisking strategy to the successful radiosynthesis of seven structurally complex pharmaceutically relevant heterocycle-containing molecules.

ELECTRON TRANSPORT MATERIAL AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME

The invention concerns a compound represented by formula (1) below, and an organic EL device using the same. The compound of the invention is useful as an electron transport material that contributes to improvement in service life prolongation, reduction of driving voltage, achievement of high efficiency and so forth, above all, improvement in achieving high efficiency, and can provide an excellent organic EL device: wherein, Ar is an m-valent group derived from aromatic hydrocarbon or an aromatic heterocycle; X1 to X6 are ═CR1— or ═N—, at least two of X1 to X6 is ═CR1—, R1 in two of ═CR1— is a bonding hand to be bonded with Ar or an azole ring, and R1 in ═CR1— other than the above is hydrogen or alkyl having 1 to 4 carbons; Y is —O— or —S—; at least one of hydrogen in an azole ring may be replaced by alkyl, phenyl or naphthyl; m is an integer from 2 to 4; and at least one of hydrogen in each ring and alkyl in the formula may be replaced by deuterium.

DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles

Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.

Synthesis of 3-(4-heteroaryl-phenyl)-8-oxabicyclo[3.2.1]octane-2-carboxylic acid methyl esters

Cross coupling protocols were applied for the synthesis of 3-(4-heteroaryl-phenyl)-8-oxabicyclo[3.2.1]oct-2-ene-2-carboxylic acid methyl esters. Stille conditions produced the corresponding products in reasonable yields. Samarium iodide reduction of the resulting coupling products produced the 2β-carbomethoxy-3α-aryl-8-oxabicyclo[3.2.1]octane diastereoisomers as the major, and the 2β-carbomethoxy-3β-aryl-8- oxabicyclo[3.2.1]octane diastereoisomer as the minor products. Both diastereomers manifested inhibition of the dopamine (DAT) and serotonin (SERT) transporters, with some selectivity for SERT inhibition.