77746-92-0Relevant academic research and scientific papers
One-Pot Acid-Promoted Synthesis of 6-Aminopyrazolopyrimidines from 1 H-Pyrazol-5-yl- N, N-dimethylformamidines or 5-Amino-1 H-pyrazole-4-carbaldehydes with Cyanamide
Tseng, Ching-Chun,Tsai, Shuo-En,Li, Sin-Min,Wong, Fung Fuh
, p. 16157 - 16170 (2019/12/24)
A convenient and efficient one-pot acid-promoted synthesis of 6-aminopyrazolo[3,4-d]pyrimidine has been developed by treatment of 1H-pyrazol-5-yl-N,N-dimethylformamidines or 5-amino-1H-pyrazole-4-carbaldehydes with cyanamide (NH2CN) in an acid-
Efficient acid catalytic synthesis of pyrazolopyrimidines from 1H-pyrazol-5-yl-N,N-dimethylformamidines with cyanamide
Tsai, Shuo-En,Yen, Wan-Ping,Tseng, Ching-Chun,Xie, Jia-Jun,Liou, Min-Yu,Li, Yi-Ting,Uramaru, Naoto,Wong, Fung Fuh
supporting information, p. 2787 - 2791 (2018/04/30)
The efficient acid catalytic synthesis of pyrazolo [3,4-d]pyrimidine was developed by treating 1H-pyrazol-5-yl-N,N-dimethylformamidine with various aminating agents including N,O-bis(trimethylsilyl)hydroxylamine (NHSiMe3(OSiMe3)), cy
One-flask synthesis of pyrazolo[3,4-d]pyrimidines from 5-aminopyrazoles and mechanistic study
Yen, Wan-Ping,Tsai, Shuo-En,Uramaru, Naoto,Takayama, Hiroyuki,Wong, Fung Fuh
, (2017/06/08)
A novel one-flask synthetic method was developed in which 5-aminopyrazoles were reacted with N,N-substituted amides in the presence of PBr3. Hexamethyldisilazane was then added to perform heterocyclization to produce the corresponding pyrazolo[
Selective synthesis of pyrazolo[3,4-d]pyrimidine, N-(1H-pyrazol-5-yl) formamide, or N-(1H-pyrazol-5-yl)formamidine derivatives from N-1-substituted-5-aminopyrazoles with new Vilsmeier-type reagents
Chang, Chun-Hsi,Tsai, Henry J.,Huang, Yu-Ying,Lin, Hui-Yi,Wang, Li-Ya,Wu, Tian-Shung,Wong, Fung Fuh
supporting information, p. 1378 - 1386 (2013/02/23)
Various halomethyleniminium salts as novel Vilsmeier agents were synthesized from formamide or N-methylformamide with POCl3. Treatment of N-1-substituted-aminopyrazoles including N-1-phenyl-5-aminopyrazoles, N-1-(2-pyridinyl)-5-aminopyrazoles,
Evaluation of electrophilic heteroaromatic substitution: Synthesis of heteroaromatic-fused pyrimidine derivatives via sequential three-component heterocyclization
Wong, Fung Fuh,Huang, Yu-Ying,Chang, Chun-Hsi
, p. 8492 - 8500 (2012/11/07)
A new sequential three-component heterocyclization was developed by reacting aromatic and heterocyclic substrates, including aminobenzenes, 1-aminonaphthalene, 2-aminopyrazines, 5-aminopyrazoles, 3-aminopyridine, 5-aminopyrimidine, 5-aminoquinoline, and 8
VILSMEIER-HAACK REACTION OF 5-AMINO- AND 5-ACYLAMINO-PYRAZOLES
Simay, A.,Takacs, K.,Horvath, K.,Dvortsak, P.
, p. 127 - 140 (2007/10/02)
The Vilsmeier-Haack reaction of 5-aminopyrazole derivatives 1 was investigated in view of contradictory literature reports.Structure 2 of the products was proved both chemically and spectroscopically.The mechanism of the reaction was postulated on the basis of isolated intermediates 7 and 8. 5-Acylaminopyrazoles 9, 10 and 11 were found to give also 2 (and 7) under the Vilsmeier conditions by an acyl splitting reaction, proceeding probably via diacylamino derivatives 12.Compounds 2 provided a simple route to pyrazolopyrimidine derivatives 13 and 14 as well as to azomethine compounds 15-18.
