Synthesis of a novel, recyclable, solid-phase acylating reagent.
In this paper, we describe the synthesis of N-(6-cyano-1,3-dimethyl-2,4-dioxo-5-substituted-1,3-dihydropyridino[2,3-d] pyrimidin-7-yl)imides 1. We will show the synthesis of 1 using both conventional heating and microwave techniques. In addition, the imide was attached to polystyrene and this immobilized imide was equally as effective at acylating various primary and secondary amines as its solution-phase counterpart.
Nicewonger
Robert B
RB
Department of Chemistry ArQule, Inc., 19 Presidential Way, Woburn, MA 01801, USA. rnicewonger@arqule.com
Ditto
Lori
L
Kerr
Doug
D
Varady
Laszlo
L
D019840:2-Propanol / Q000737:chemistry; D000215:Acylation; D000588:Amines / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D007094:Imides / Q000138:chemical synthesis*; D008872:Microwaves; D011137:Polystyrenes / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry
D000588:Amines; D001565:Benzoates; D007094:Imides; D011137:Polystyrenes; D011725:Pyridines; D019840:2-Propanol; C023666:pyridine; C013409:benzoyl chloride