609-70-1Relevant academic research and scientific papers
A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen
Li, Zhen,Wang, Zhen,Chekshin, Nikita,Qian, Shaoqun,Qiao, Jennifer X.,Cheng, Peter T.,Yeung, Kap-Sun,Ewing, William R.,Yu, Jin-Quan
, p. 1452 - 1457 (2021/06/30)
Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.
Preparation method of nicotinic acid derivative
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, (2019/12/02)
The invention relates to a preparation method of a nicotinic acid derivative. The method comprises the following steps: with N-benzylpiperidine-4-keto-3-formate as a raw material, carrying out a hydrogenolysis reaction to obtain piperidine-4-keto-3-formate; performing halogenation reaction with a certain amount of a halogenation reagent to obtain 3,5-dihalogenated piperidine-4-one-3-formate or 3,5,5-trihalogenated piperidine-4-one-3-formateperforming one-pot process with different alkaline reagent for removing halogen hydride through elimination, and performing hydrolysis and performing acidification with hydrochloric to generate corresponding nicotinic acid derivatives: 4-hydroxynicotinic acid, 4-aminonicotinic acid, 4-hydroxy-5-chloronicotinic acid, 4-amino-5-chloronicotinic acid and 4-amino-5-bromonicotinic acid. The method is simple and convenient to operate, mild in condition, short in technological process, low in wastewater amount, environmentally friendly and low in cost, and green industrial production of the nicotinic acid derivative is facilitated.
CHEMICAL MOLECULES THAT INHIBIT THE SLICING MECHANISM FOR TREATING DISEASES RESULTING FROM SPLICING ANOMALIES
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, (2011/04/14)
The present invention relates to a compound of one of the formulas I to XXI; a pharmaceutical composition comprising at least one such compound; and the use of at least one such compound in preparing a drug to treat, in a subject, a genetic disease resulting from at least one splicing anomaly.
CHEMICAL MOLECULES THAT INHIBIT THE SLICING MECHANISM FOR TREATING DISEASES RESULTING FROM SPLICING ANOMALIES
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Page/Page column 97; 99, (2009/09/04)
The present invention relates to a compound of one of the formulas I to XXI; a pharmaceutical composition comprising at least one such compound; and the use of at least one such compound in preparing a drug to treat, in a subject, a genetic disease resulting from at least one splicing anomaly.
Heterocyclic mutilin esters and their use as antibacterials
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, (2008/06/13)
Pleuromutilin compounds of the formula: 1are of use in anti-bacterial therapy.
Furopyridines. II. Bromination and Nitration of Furo-, Furo-, Furo- and Furopyridine
Shiotani, Shunsaku,Morita, Hiroyuki,Inoue, Masatoshi,Ishida, Toshimasa,Iitaka, Yoichi,Itai, Akiko
, p. 725 - 736 (2007/10/02)
In order to reveal the reactivities of furopyridines, we undertook bromination and nitration of four furopyridines (1,2,3, and 4) whose chemical properties had been almost unknown.Bromination of 1, 2, 3 and 4 gave the corresponding trans-2,3-dibromo-2,3-dihydro derivatives 6, 8, 10 and 12, respectively, which were converted to 3-bromofuropyridines 7, 9, 11 and 13 by treatment with sodium hydroxide in aqueous methanol.Nitration of 1 with a mixture of fuming nitric acid and sulfuric acid afforded a mixture of addition products 14a, 14b and 14c and 2-nitro derivative 15.Both 14a and 14b were easily converted to 15 by treatment with sodium bicarbonate.Compound 2 was nitrated to give a mixture of cis- and trans-2-nitro-3-hydroxy-2,3-dihydro derivative 16a and 16b and 2-nitro derivative 17.The cis isomer 16a was transformed to the trans isomer 16b by refluxing on silica gel in ethyl acetate.Compound 16b was dehydrated with acetic anhydride to give 17.Nitration of 3 gave a nitrolic acid derivative 20.Nitration of 4 gave a mixture of 2-nitroderivative 22 and 3-(trinitromethyl)pyridin-4-ol (23).The structures of 20 and 23 were established by single crystal X-ray analysis.The differences of behavior observed in these reactions are discussed in connection with the results of the determination of pKa values and the relative reactivities of deuteriodeprotonation of these furopyridines.
