35570-68-4Relevant academic research and scientific papers
Preparation method of 6-chlorooxazolo [4, 5-b] pyridine-2(3H)-one with participation of Vilsmeier reagent
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Paragraph 0019; 0021-0022; 0024-0025; 0027-0028; 0030, (2020/04/17)
6-chlorooxazolo [4, 5-b] pyridine-2(3H)-one is a key intermediate of new anti-lung cancer drug Crizotinib, and the technological level of 6-chlorooxazolo [4, 5-b] pyridine-2(3H)-one directly influences the product quality and production cost of the new anti-lung cancer drug Crizotinib. The invention provides a green, environment-friendly and economical method for preparing 6-chlorooxazolo [4, 5-b]pyridine-2(3H)-one through a reaction of a novel Vilsmeier chlorination reagent and 3H-oxazolo [4, 5-B] pyridine-2-one, and the method is used for preparing 6-chlorooxazolo [4, 5-b] pyridine-2(3H)-one through the reaction of the Vilsmeier chlorination reagent and 3H-oxazolo [4, 5-B] pyridine-2-ketone.
HETEROARYL COMPOUNDS AS KINASE INHIBITOR
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, (2019/10/04)
Provided herein are heteroaryl compounds of formula (I) having activity on a receptor protein tyrosine kinase, wherein R 1, R 2, R 3, A, Q, Z, X and W are set forth in the description, as well as solvates, hydrates, tautomers or pharmaceutically acceptable salts thereof.
ANTIBIOTIC COMPOUNDS
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Page/Page column 222, (2018/03/25)
The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.
6-chloro -3H-oxazole and [4,5-b] pyridine-2-one of the one-step synthesis method
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Paragraph 0024-0025, (2017/03/21)
The invention belongs to the field of organic synthesis, and particularly relates to a one-step synthesis method of 6-chlorine-3H-oxazole [4,5-b] pyridine-2-ketone. The one-step synthesis method of 6-chlorine-3H-oxazole [4,5-b] pyridine-2-ketone comprises the step as follows: oxazole [4,5-b] pyridine-2(3H)-ketone reacts with NCS(N-chlorosuccinimide) in a proper solvent at proper temperature, so as to generate 6-chlorine oxazole [4,5-b] pyridine-2(3H)-ketone. The 6-chlorine-3H-oxazole [4,5-b] pyridine-2-ketone is prepared by adopting a one-step method by reaction disclosed by the invention. The 6-chlorine-3H-oxazole [4,5-b] pyridine-2-ketone is cheap and available in raw materials, the method is simple and convenient to operate, mild in reaction condition, low in production cost, and easy in achieving industrial amplification, and the yield can be up to 89%.
2-amino-3-hydroxy-5-chloro-pyridine synthesis method
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Paragraph 0022; 0023, (2016/10/07)
The invention belongs to the field of organic synthesis and particularly relates to a synthesis method for 2-amino-3-hydroxyl-5-chloropyridine. The synthesis method for the 2-amino-3-hydroxyl-5-chloropyridine comprises the following steps: reacting oxazole[4,5-b]pyridine-2(3H)ketone and NCS (N-chlorosuccinimide) in a suitable solvent at a suitable temperature to generate 6-chlorooxazole[4,5-b]pyridine-2(3H)ketone; and then carrying out alkalization hydrolysis to generate the 2-amino-3-hydroxyl-5-chloropyridine. The synthesis method has the beneficial effects that the raw materials are easily available and are convenient to transport and store as being solids; meanwhile, in the reaction, heavy metal and corrosive gas are not used, the reaction is moderate, special requirements on reaction equipment do not exist and common corrosion-resisting equipment can be used for producing; furthermore, the reaction time is moderate, the reaction is easy to control, the post-treatment is simple, the product purity is high, the production cost is low and the synthesis method is easy to popularize and apply.
MONOCYCLIC AND BICYCLIC COMPOUNDS AND METHODS OF USE
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Page/Page column 79, (2010/11/26)
Compounds are provided that act as potent antagonists of the CCR1 receptor, and have in vivo anti-inflammatory activity. The compounds are generally monocyclic and bicyclic compounds and are useful in pharmaceutical compositions, methods for the treatment of CCR1-mediated diseases, and as controls in assays for the identification of competitive CCR1 antagonists.
Reaction of Aromatic N-Oxides with Dipolarophiles. XI. 1,3-Dipolar Cycloaddition Reaction of Pyridine N-Oxides with Tosyl Isocyanate and One-Pot Synthesis of 2-Oxooxazolo-pyridine Derivatives
Hisano, Takuzo,Harano, Kazunobu,Fukuoka, Ryuichi,Matsuoka, Toshikazu,Muraoka, Keiji,Shinohara, Ikuo
, p. 1485 - 1492 (2007/10/02)
The cycloaddition reactivity of tosyl isocyanate toward pyridine N-oxides was calculated by the CNDO/2 method using a perturbation equation, and the results indicated that the initial stage of the reaction of tosyl isocyanate with two equivalents of 3,5-dibromopyridine N-oxide in refluxing benzene gave 6-bromo-2-oxooxazolopyridine, while the use of one equivalent of 3,5-dichloropyridine N-oxide gave 6,7a-dichloro-2-oxo-3-tosyl-3a,7a-dihydrooxazolopyridine, formed from the 1,5-sigmatropic rearrangement of the corresponding primary cycloadduct.When the reaction was carried out in the presence of triethylamine in benzene, 6-halogeno-2-oxo-3-tosyloxazolopyridine was isolated.The observed activation parameters, as well as the small solvent effects, may be interpreted in terms of a concerted pathway.The reaction should be very valuable as a one-pot synthesis of 2-oxooxazolopyridines, which are opyridine analogues of 5-chloro-2-benzoxazolinone.Keywords - 3,5-dihalogenopyridine N-oxide; tosyl isocyanate; 6-halogeno-2-oxooxazolopyridine; kinetics; frontier molecular orbital; solvent effect; 1,3-dipolar cycloaddition; detosylation
Process for the production of 2-amino-3-hydroxypyridine derivatives
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, (2008/06/13)
2-Amino-3-hydroxy-5-chloropyridine and 2-amino-3-hydroxy-5-bromopyridine are produced by selective hydrolysis of corresponding 2-amino-3,5-dihalopyridines.
