PROCESS FOR PREPARATION OF 4-AMINO-3-QUINOLINECARBONITRILES

摘要

THIS INVENTION DISCLOSES A PROCESS FOR THE PREPARATION OF A 4-AMINO-3-QUINOLINECARBONITRILE COMPRISING COMBINING AN AMINE COMPOUND WITH A CYANOACETIC ACID AND AN ACID CATALYST TO YIELD A CYANOACETAMIDE; CONDENSING THE CYANOACETAMIDE WITH AN OPTIONALLY UP TO TETRA-SUBSTITUTED ANILINE IN AN ALCOHOLIC SOLVENT AND A TRIALKYLORTHOFORMATE TO YIELD A 3-AMINO-2-CYANOACRYLAMIDE; COMBINING THE 3-AMINO-2-CYANOACRYLAMIDE WITH PHOSPHORUS OXYCHLORIDE IN ACETONITRILE, BUTYRONITRILE, TOLUENE OR XYLENE, OPTIONALLY IN THE PRESENCE OF A CATALYST TO YIELD A 4-AMINO-3-QUINOLINECARBONITRILE AND ALSO DISCLOSES A PROCESS FOR THE PREPARATION OF A 7-AMINO-THIENO[3,2-B]PYRIDINE-6- CARBONITRILE COMPRISING COMBINING A DISUBSTITUTED 3-AMINO THIOPHENE WITH A CYANOACETAMIDE AND TRIALKYLORTHOFORMATE IN AN ALCOHOLIC SOLVENT TO OBTAIN A 3-AMINO-2-CYANOACRYLAMIDE; AND COMBINING THE 3-AMINO-2-CYANOACRYLAMIDE WITH PHOSPHORUS OXYCHLORIDE AND ACETONITRILE, BUTYRONITRILE, TOLUENE OR XYLENE, OPTIONALLY IN THE PRESENCE OF A CATALYST TO YIELD A 7-AMINO-THIENO[3,2-B]PYRIDINE-6-CARBONITRILE AND ALSO DISCLOSES A PROCESS FOR THE PREPARATION OF A 4-AMINO-3-QUINOLINECARBONITRILE BY COMBINING AN AMINE COMPOUND WITH A CYANOACETIC ACID AND A PEPTIDE COUPLING REAGENT TO OBTAIN A SUSPENSION; FILTERING THE SUSPENSION TO YIELD A CYANOACETAMIDE; CONDENSING THE CYANOACETAMIDE WITH AN OPTIONALLY UP TO TETRA-SUBSTITUTED ANILINE, AN ALCOHOLIC SOLVENT, AND TRIETHYLORTHOFORMATE TO YIELD A 3-AMINO-2-CYANOACRYLAMIDE; AND COMBINING THE 3-AMINO-2-CYANOACRYLAMIDE WITH PHOSPHORUS OXYCHLORIDE TO YIELD A 4-AMINO-3-QUINOLINECARBONITRILE.