Regiospecific synthesis of 6-aryl-3-cyano-5-alkylamino/arylamino-1-p-tolyl- 1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones via iminophosphorane-mediated annulation

Tetrahedron

Volumn 66, Issue 27-28, 2010, Pages 5112-5120

  Wu, Ming Hu ^a   Hu, Ji Huan ^b   Sheil, Dong Sheng ^a   Brémond, Paul ^c   Guo, Haibing ^d  

^a GUANGDONG PHARMACEUTICAL UNIVERSITY   (China)

^b CENTRAL CHINA NORMAL UNIVERSITY   (China)

^c AIX MARSEILLE UNIVERSITÉ   (France)

^d HARVARD UNIVERSITY   (United States)

Author keywords

Annulation; aza Wittig reaction; Carbodiimide; Iminophosphorane; Pyrazolo 4,3 d pyrimidin 7 one; Synthesis

Indexed keywords

1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 5 CYCLOHEXYLAMINO 1,6 DI(4 TOLYL) 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 5 CYCLOHEXYLAMINO 6 (4 FLUOROPHENYL) 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 3 CYANO 5 DIBUTYLAMINO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 5 DIHEXYLAMINO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 5 DIISOPROPYLAMINO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 5 DIPROPYLAMINO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 5 ISOPROPYLAMINO 1,6 DI(4 TOLYL) 1H PYRAZOLO[4,3 D]YRIMIDIN 7(6H) ONE; 3 CYANO 5 ISOPROPYLAMINO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 3 CYANO 5 PROPYLAMINO 1,6 DI(4 TOLYL) 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 6 (4 FLUOROPHENYL) 5 (ALPHA PHENYLETHYLAMINO) 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 3 CYANO 6 (4 FLUOROPHENYL) 5 (ALPHA PHENYLETHYLAMINO) 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 6 (4 FLUOROPHENYL) 5 ISOPROPYLAMINO 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 6 (4 FLUOROPHENYL) 5 PROPYLAMINO 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 3 CYANO 6 PHENYL 5 (ALPHA PHENYLETHYLAMINO) 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 3 CYANO 6 PHENYL 5 (PIPERIDIN 1 YL) 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 3 CYANO 6 PHENYL 5 PHENYLAMINO 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 3 CYANO 6 PHENYL 5 PROPYLAMINO 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 5 BENZYLAMINO 3 CYANO 1,6 DI(4 TOLYL) 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 5 BENZYLAMINO 3 CYANO 6 (4 FLUOROPHENYL) 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 5 BENZYLAMINO 3 CYANO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 5 BENZYLAMINO 6 (4 CHLOROPHENYL) 3 CYANO 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 5 BUTYLAMINO 3 CYANO 6 (4 FLUOROPHENYL) 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 5 BUTYLAMINO 3 CYANO 6 PHENY 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 5 BUTYLAMINO 6 (4 CHLOROPHENYL) 3 CYANO 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 5 TERT BUTYLAMINO 3 CYANO 6 (4 FLUOROPHENYL) 1 4 TOLYL 1H PYRAZOLO[4,3 D] PYRIMIDIN 7(6H) ONE; 5 TERT BUTYLAMINO 3 CYANO 6 PHENYL 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; 6 (4 CHLOROPHENYL) 3 CYANO 5 PROPYLAMINO 1 4 TOLYL 1H PYRAZOLO[4,3 D]PYRIMIDIN 7(6H) ONE; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANNULATION REACTION; ARTICLE; CRYSTAL STRUCTURE; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; WITTIG REACTION; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

EID: 77954348373     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.04.114     Document Type: Article

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