Copper-Catalyzed Cascade Reaction of 4-Iodopyrazole Derivatives with Amidines for the Synthesis of Pyrazolo[4,3-d]pyrimidine Derivatives

被引：30

作者：

Nayak, Maloy ^{[1
]}

Rastogi, Neeraj ^{[2
]}

Batra, Sanjay ^{[1
]}

机构：

[1] Cent Drug Res Inst, CSIR, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] Sanjay Gandhi Postgrad Inst Med Sci, Ctr Biomed Magnet Resonance, Lucknow 226014, Uttar Pradesh, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 07期

关键词：

Synthetic methods; Nitrogen heterocycles; Copper; C-N coupling; COUPLING REACTIONS;

D O I：

10.1002/ejoc.201101454

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-catalyzed cascade reaction of 4-iodopyrazolecarbaldehydes and 4-iodopyrazolecarboxamides with substituted amidines for the preparation of substituted pyrazolo[4,3-d]pyrimidines and pyrazolo[4,3-d]pyrimidin-7(6H)-ones, respectively, is described.

引用

页码：1360 / 1366

页数：7

共 28 条

[11] Pyrazolo[4,3-d]pyrimidines as new generation of cyclin-dependent kinase inhibitors [J].

Moravcová, D ;

Krystof, V ;

Havlícek, L ;

Moravec, J ;

Lenobel, R ;

Strand, M .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (18) :2989-2992

[12]

Moravcova D., 2006, EUR J MED CHEM, V41, P1405

[13] Pyrazole NNRTIs 4: Selection of UK-453,061 (lersivirine) as a Development Candidate [J].

Mowbray, Charles E. ;

Burt, Catherine ;

Corbau, Romuald ;

Gayton, Simon ;

Hawes, Michael ;

Perros, Manos ;

Tran, Isabelle ;

Price, David A. ;

Quinton, Faye J. ;

Selby, Matthew D. ;

Stupple, Paul A. ;

Webster, Rob ;

Wood, Anthony .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (20) :5857-5860

[14] First Copper-Catalyzed Intramolecular Amidation in Substituted 4-Iodopyrazoles Leading to the Synthesis of Pyrazolo[4,3-b]-pyridin-5-ones [J].

Nag, Somnath ;

Nayak, Maloy ;

Batra, Sanjay .

ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (16) :2715-2723

[15]

Nayak M., 2012, RSC ADV UNPUB

[16] Copper-Catalyzed Cascade Reactions of Substituted 4-Iodopyrazolecarbaldehydes with 1,2-Phenylenediamines and 2-Aminophenols [J].

Nayak, Maloy ;

Batra, Sanjay .

ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) :3431-3437

[17] Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors [J].

Peat, AJ ;

Boucheron, JA ;

Dickerson, SH ;

Garrido, D ;

Mills, W ;

Peckham, J ;

Preugschat, F ;

Smalley, T ;

Schweiker, SL ;

Wilson, JR ;

Wang, TY ;

Zhou, HQQ ;

Thomson, SA .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (09) :2121-2125

[18] Cross-coupling reactions on azoles with two and more heteroatoms [J].

Schnurch, Michael ;

Flasik, Radoslav ;

Khan, Ather Farooq ;

Spina, Markus ;

Mihovilovic, Marko D. ;

Stanetty, Peter .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (15) :3283-3307

[19] Practical synthesis of novel purine analogues as Hsp90 inhibitors [J].

Semeraro, Teresa ;

Mugnaini, Claudia ;

Manetti, Fabrizio ;

Pasquini, Serena ;

Corelli, Federico .

TETRAHEDRON, 2008, 64 (49) :11249-11255

[20] Novel N2-Substituted Pyrazolo[3,4-d]pyrimidine Adenosine A3 Receptor Antagonists: Inhibition of A3-Mediated Human Glioblastoma Cell Proliferation [J].

Taliani, Sabrina ;

La Motta, Concettina ;

Mugnaini, Laura ;

Simorini, Francesca ;

Salerno, Silvia ;

Marini, Anna Maria ;

Da Settimo, Federico ;

Cosconati, Sandro ;

Cosimelli, Barbara ;

Greco, Giovanni ;

Limongelli, Vittorio ;

Marinelli, Luciana ;

Novellino, Ettore ;

Ciampi, Osele ;

Daniele, Simona ;

Trincavelli, Maria Letizia ;

Martini, Claudia .

JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (10) :3954-3963

← 1 2 3 →