Solution-phase parallel synthesis of a library of delta(2)-pyrazolines.
A parallel synthesis of a library (80 members) of 2-pyrazolines in solution phase is described. The 2-pyrazoline core was accessed through the [3 + 2] cycloaddition of nitrilimines with enoyl oxazolidinones. The cycloaddition provided two regioisomers, the major product being the C regioisomer. The oxazolidinone moiety was further reduced to the primary alcohol, producing another library of 5-hydroxymethyl-2-pyrazolines. The Lipinski profiles and calculated ADME properties of the compounds are also reported.
Manyem
Shankar
S
University of Kansas Center of Excellence in Chemical Methodology and Library Development, Lawrence, Kansas 66047, USA.
Sibi
Mukund P
MP
Lushington
Gerald H
GH
Neuenswander
Benjamin
B
Schoenen
Frank
F
Aubé
Jeffrey
J
D020650:Combinatorial Chemistry Techniques / Q000379:methods; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D023303:Oxazolidinones / Q000737:chemistry*; D011720:Pyrazoles / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
D007097:Imines; D023303:Oxazolidinones; D011720:Pyrazoles