Back to results
US 5,859,261 AGranted
Synthesis of indolylmaleimides
AssigneeEli Lilly and Company
InventorsMargaret M. Faul, Michael R. Jirousek, John H. McDonald, III, David Andrew Neel
Life of this patent
Estimating the term…
Abstract
The present invention provides a method for synthesizing indolylmaleimides by reacting an activated maleimide preferably with an optionally substituted organometallic-3-indole in the presence of a transition metal catalyst.
Claims11
An indolylmaleimide of the formula:
- ##STR33## wherein R.sup.3 is --H or a protecting group, R.sup.11 's are hydrogen or up to four substituents independently selected from halo, C.sub.1 to C.sub.4 alkyl, hydroxy, C.sub.1 to C.sub.4 alkoxy, halo, C.sub.1 to C.sub.4 -alkyl, nitro, --NHCO(C.sub.1 -C.sub.4 alkyl) and --NR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are independently hydrogen or methyl, R.sup.12 is an --NH protective group and R.sup.14 is hydrogen or an optionally substituted alkyl.
The indolylmaleimide of the formula:
- ##STR34## wherein R.sup.3 is --H or methyl, R.sup.11 's are hydrogen or up to four substituents independently selected from halo, C.sub.1 to C.sub.4 alkyl, hydroxy, C.sub.1 to C.sub.4 alkoxy, halo, C, to C.sub.4 -alkyl, nitro, --NHCO(C.sub.1 -C.sub.4 alkyl) and --NR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are independently, hydrogen or methyl, R.sup.12 is selected from the group consisting of trimethylsilylethoxymethyl benzyl, and tosyl, or wherein R.sup.12 together with the indole N forms a carbamate, an amide, an alkyl sulfonamide or an aryl sulfonamide and R.sup.14 is hydrogen or an optionally substituted alkyl.
Dependencies are inferred from the claim text.