72898-96-5Relevant academic research and scientific papers
Vinylation of α-Aminoazoles with Triethylamine: A General Strategy to Construct Azolo[1,5-a]pyrimidines with a Nonsubstituted Ethylidene Fragment
Gao, Qinghe,Sun, Zhenhua,Xia, Qinfei,Li, Ruonan,Wang, Wenlong,Ma, Siwei,Chai, Yixin,Wu, Manman,Hu, Wei,ábrányi-Balogh, Péter,Keserü, Gy?rgy M.,Han, Xinya
supporting information, p. 2664 - 2669 (2021/04/12)
A new general synthesis of pharmaceutically important azolo[1,5-a]pyrimidines starting from widely available 3(5)-aminoazoles, aldehydes, and triethylamine is developed. The key is to enable the vinylation reaction that allows the in situ generation of elusive acyclic enamines and the subsequent annulation reaction to occur. This direct and practical strategy is capable of constructing a range of 5,6-unsubstituted pyrazolo[1,5-a]pyrimidines and [1,2,4]triazolo[1,5-a]pyrimidines. More importantly, this protocol provides a concise synthetic route to prepare the clinically used zaleplon.
Synthetic method of pyrazolopyrimidine compound
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Paragraph 0010; 0101-0103, (2021/06/12)
The invention discloses a synthesis method of a pyrazolopyrimidine compound, and belongs to the technical field of organic synthesis. According to the technical scheme, the method is characterized by comprising the following steps: dissolving an aldehyde
Simple access toward 3-halo- and 3-nitro-pyrazolo[1,5-a] pyrimidines through a one-pot sequence
Castillo, Juan-Carlos,Rosero, Hernán-Alejandro,Portilla, Jaime
, p. 28483 - 28488 (2017/07/07)
Herein, a regioselective, time-efficient and one-pot route for the synthesis of diversely substituted 3-halo- and 3-nitropyrazolo[1,5-a]pyrimidines in good to excellent yields through a microwave-assisted process is provided. The reaction features a sequential cyclocondensation reaction of β-enaminones with NH-5-aminopyrazoles, followed by a regioselective electrophilic substitution with easily available electrophilic reagents. This methodology is distinguished by its short reaction times, high-yield, operational simplicity, broad substrate scope and pot-economy. Furthermore, these 3-functionalized heterocycles have been successfully used in the synthesis of 3-alkynyl and 3-aminopyrazolo[1,5-a]pyrimidines in yields up to 92%.
Mg-Al hydrotalcites as efficient catalysts for aza-Michael addition reaction: A green protocol
Mokhtar, Mohamed,Saleh, Tamer S.,Basahel, Sulaiman N.
experimental part, p. 122 - 131 (2012/03/09)
Mg-Al hydrotalcite was synthesized by a co-precipitation method. We have studied the effect of calcination temperature and hydration of the calcined phases on their catalytic activity for the synthesis of pyrazolo[1,5-a] pyrimidine derivatives (aza-Michae
Synthesis of structurally related purines: Benzimidazo[1,2-a]pyridines, benzimidazo-[1,2-c]pyrimidines, and pyrazolo-[1,5-a]pyrimidines
Elgemeie, Galal H.,Metwally, Nadia H.
, p. 779 - 785 (2007/10/03)
Reactions of sodium salts of 3-hydroxymethylene-2-alkanones with 2-cyanomethylbenzimidazole afforded benzimidazo[1,2-a]pyridines. Analogues reactions with 2-aminobenzimidazole and 5-aminopyrazoles afforded benzimidazo[1,2-c]pyrimidines and pyrazolo[1-5-a]pyrimidines.
