493038-87-2Relevant articles and documents
Synthesis and benzodiazepine receptor affinity of pyrazolo[1,5-a]pyrimidine derivatives. 3. New 6-(3-thienyl) series as α1 selective ligands
Selleri, Silvia,Bruni, Fabrizio,Costagli, Camilla,Costanzo, Annarella,Guerrini, Gabriella,Ciciani, Giovanna,Gratteri, Paola,Bonaccini, Claudia,Malmberg Aiello, Petra,Besnard, Fran?ois,Renard, Stephane,Costa, Barbara,Martini, Claudia
, p. 310 - 313 (2003)
New 3-aryl-6-(3-thienyl)pyrazolo[1,5-a]pyrimidin-7-ones (2a-j) are synthesized and evaluated in vitro on Bz/GABAA receptors and on recombinant benzodiazepine receptors (αxβ2/3γ2; x = 1-3, 5) expressed in HEK293 cells. SAR studies on the new com
A oxazolidinone antibacterial compound of intermediate and its preparation method
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Paragraph 0072-0074, (2017/11/16)
The invention provides a new intermediate compound 2-(1-(2-fluoro-4-nitrophenyl)-1H-pyrazole-3(5)-amino-4-yl)pyridine represented by formula 4 in the production process of a compound (S)-N-{[3-(3-fluoro-4-(4-(2-pyridyl)pyrazolyl)phenyl)-2-oxazolidine-5-yl]methyl}acetamide, and a preparation method thereof. The new intermediate guarantees the abundant source of synthesis raw materials, reduces the cost of the raw materials, omits a complicated column chromatography purifying technology, makes the operation simple, and makes the amplified production of the target compound possible.
Exploratory process development and kilogram-scale synthesis of a novel oxazolidinone antibacterial candidate
Yang, Tao,Chen, Jia-Xiang,Fu, Yiwei,Chen, Kaixiao,He, Jinyun,Ye, Weiwei,Sang, Zitai,Luo, Youfu
, p. 511 - 519 (2014/05/06)
A concise, environmentally benign, and cost-effective route was developed for the large-scale preparation of 1, a novel oxazolidinone antibacterial candidate. The key intermediate 2-(1-(2-fluoro-4-nitrophenyl)-1H-pyrazol-4-yl) pyridine 7 was prepared with high purity by mild deamination of the regioisomeric mixture 21. The mixture was prepared from a nucleophilic SNAr reaction by selective C-N coupling of the secondary amine functionality of 4-(pyridin-2-yl)-1H-pyrazol-3-amine 14 with 1,2-difluoro-4-nitrobenzene 10 in optimized conditions with the primary amine group remaining intact. The gaseous nitrogen release rate and reaction mixture temperature of the deamination step can be well controlled by altering the feeding manner, thereby providing safety guarantees. The optimized synthetic strategy of 1 with an overall yield of 27.6%, including seven sequential transformations by only five solid-liquid isolations, significantly improved the product separation workup. The strategy bypassed time-consuming and laborious procedures for any intermediate involved as well as for the final API. This study presents a process enabling the rapid delivery of a multikilogram quantity of API with high purity.