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Herein, we report a mild protocol for metal-, photocatalyst-, and light-free Minisci C-H alkylation reactions of N-heteroarenes with alkyl oxalates derived from primary, secondary, and tertiary alcohols. The protocol uses environmentally benign persulfate as a stoichiometric oxidant and does not require high temperatures or large excesses of either of the substrates, making the procedure suitable for late-stage C-H alkylation of complex molecules. Notably, several pharmaceuticals and natural products could be functionalized or prepared with this protocol, thus demonstrating its utility.

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2-Alkynyl-3-chloroquinoxalines are prepared from 2,3-dichloroqionoxaline and alk-1-ynes: use of 2-methylbut-3-yn-2-ol, and the removal of acetone with base, yields 2-chloro-3-ethynylqionoxaline.The chloroalkynes are readily converted into pyrrolo- and thieno<2,3-b>qionoxalines. 2-Chloro-3-phenylethynylquinoxaline with potassium hydroxide gives 2-phenylfurano<2,3-b>quinoxaline but other furano-compounds could not be prepared. 2-Chloro-3-(3-hydroxy-3-methylbut-2-ynyl)quinoxaline with ethanolic sodium ethoxide yields 2H-2,2-dimethyl-3-ethoxypyrano<2,3-b>quinoxaline.When 2-ethynyl- or 2-chloro-3-ethynylqionoxaline is heated with morpholine and sulphur, 2-morpholinothieno<2,3-b>quinoxaline is obtained.The structures of these compounds are established by spectroscopic methods.

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A series of benzoquinolin-3-ones are pharmaceuticals effective in treating conditions consequent on both Type I and Type II 5alpha-reductase and their preparation is disclosed.

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(Chemical Equation Presented) Unprecedented activity: Catalysts derived from Pd and bulky dialkylphosphinobiaryl ligands are shown to be highly stable and active in Suzuki-Miyaura reactions of heteroaryl halides and heteroaryl boronic acids/esters (e.g., 3-or 4-pyridine, indole, and N-protected pyrrole derivatives). Furthermore, this catalyst system is not inhibited by the presence of highly basic aminopyridines or aminopyrimidines.

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An asymmetric normal-electron-demand aza-Diels-Alder cycloaddition of 2-aryl-3H-indol-3-ones and 2,4-dienals was explored via trienamine catalysis of a chiral secondary amine. Multifunctional tricyclic polyhydropyrido[1,2-a] indoles were efficiently constructed in good stereoselectivity (up to 92% ee, >19:1 dr).

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A new series of 3-[2-(5-mercapto-4-phenyl-4H-1,2,4-traiazol-3-yl)ethyl] quinoxalin-2(1H)-one (5a-v) derivatives was synthesized and subjected to in vitro evaluation for anti-inflammatory activity (BSA anti-denaturation assay) and p38alpha MAPK inhibition. Few selected compounds (5a, 5e, 5f, 5g, 5h, 5l, 5q and 5u) were studied for their in vivo anti-inflammatory activity, ulcerogenicity and lipid peroxidation potential. Compounds 5e and 5f were found to be the most active in the series showing 83.45% and 84.15% anti-inflammatory activity respectively when compared to diclofenac sodium (83.22%). They were also found to have low ulcerogenic potential and lipid peroxidation. The p38alpha MAP kinase inhibition of the compounds 5e and 5f was also found to be slightly better than the standard SB 203580. The compounds were also docked against p38alpha MAP kinase enzyme in order to predict their binding mode. Compounds 5e and 5f showed stronger binding with an additional hydrogen bond interaction with ASP-168 which was not observed in SB 203580.

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A novel series of 7-benzylidene-3,3a,4,5,6, 7-hexahydro-3-phenyl-2H-indazole substituted at the 2-position were synthesized. The reaction of 2,6-bis-benzylidenecyclohexanone (1) with thiosemicarbazide in the presence of NaOH afforded a mixture of the 3-H, 3a-H trans 2 and cis 2a diastereoisomers which have been separated by fractional recrystallization. Interaction of the first intermediate 2 with substituted phenacyl bromides, aromatic aldehydes and chloroacetic acid in presence of a mixture of acetic acid and acetic anhydride, and 2,3-dichloroquinoxaline yielded the corresponding 7-benzylidene-3,3a,4,5,6,7-hexahydro-3-phenyl-2H-indazole derivatives substituted at the 2-position with 4-aryl-2-thiazolyl 3 a, b, 5-arylidene-4,5-dihydro-4-oxo-2-thiazolyl 4a, b and thiazolo[4,5-b]quinoxalin-2-yl 5, respectively. Moreover, the other intermediates 3,5-diaryl-1-thiocarbamoyl-2-pyrazolines 7 a-d were reacted with the previously-mentioned reagents and gave the corresponding 3,5-diaryl-1-(4-aryl-2-thiazolyl)-2-pyrazolines 8 a-h, 3,5-diaryl-1-(5-arylidene-4,5-dihydro-4-oxo-2-thiazolyl)-2-pyrazolines 9 a-d and 3,5-diaryl-1-(thiazolo[4,5-b]quinoxalin-2-yl)-2-pyrazoline derivatives 10 a, b, respectively. Some of the newly prepared compounds were subjected to evaluation for their anti-inflammatory activity. The structures of the new compounds were confirmed by elemental analyses as well as 1H-NMR, IR, and MS data.

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The invention relates to a compound characterized by a general formula (1), wherein R1 is OH or CH2OH. The invention relates further to a pharmaceutical preparation comprising at least one of said compounds. A further aspect of the invention the use of said compound or said pharmaceutical preparation in a method of treatment of disease, in particular the treatment of cancer or intraocular neovascular syndromes.

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The present invention relates to isothiazoles of general formula (I) which inhibit the mitotic checkpoint : in which A, R1 and R2 are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neoplasms, as a sole agent or in combination with other active ingredients.

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The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device comprising the same. Using the organic electroluminescent compound according to the present invention, an organic electroluminescent device can have a long lifespan, a low driving voltage, high current efficiency and high power efficiency.

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Quinoxaline – Wikipedia,
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