US 9,000,005 B2 · Highly pure pyrroloquinolinyl-pyrrole-2,5-dione and pyrroloquinolinyl-pyrrolidine-2,5-dione and methods of preparing same

Abstract

The present invention relates to highly-pure pyrroloquinolinyl-pyrrole-2,5-dione and pyrroloquinolinyl-pyrrolidine-2,5-dione, for example, 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione, 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)pyrrolidine-2,5-dione, and pharmaceutically acceptable salts, solvates, and diastereomers thereof. The present invention also relates to methods for preparing highly-pure pyrroloquinolinyl-pyrrole-2,5-dione and pyrroloquinolinyl-pyrrolidine-2,5-dione, for example, 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione, 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)pyrrolidine-2,5-dione, and pharmaceutically acceptable salts, solvates, and diastereomers thereof.

Claims24

Dependent claims

A method for preparing a highly pure pyrroloquinolinyl-pyrrole-2,5-dione having a purity of at least 90%, or a pharmaceutically acceptable salt or diastereomer thereof, comprising:

(a) dissolving a methyl pyrroloquinolinyl-oxoacetate and an acetamide in an organic solvent to form a solution;
(b) adding the solution in (a) to a base;
and
(c) reacting the methyl pyrroloquinolinyl-oxoacetate and the acetamide,
wherein the highly pure pyrroloquinolinyl-pyrrole-2,5-dione, or a pharmaceutically acceptable salt or diastereomer thereof is prepared.

2 more elements

Dependencies are inferred from the claim text.

Highly pure pyrroloquinolinyl-pyrrole-2,5-dione and pyrroloquinolinyl-pyrrolidine-2,5-dione and methods of preparing same

Life of this patent

Highly pure pyrroloquinolinyl-pyrrole-2,5-dione and pyrroloquinolinyl-pyrrolidine-2,5-dione and methods of preparing same

Life of this patent

Abstract

Claims24