in tetrahydrofuran T=0 - 20°C; 16 h;

1: 4-Amino-5-chloro-2-methoxy benzoic acid With chloroformic acid ethyl ester; triethylamine in tetrahydrofuran 2: C15H23FN2O2 in tetrahydrofuran T=20°C; 16 h;

1.1: tetrahydrofuran / 2 h / -78 °C 1.2: 12 h / -78 - 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); N,N'-dimethyl-barbituric acid / dichloromethane / 3 h / 35 °C 3.1: benzoic acid / toluene / 16 h / 80 °C 4.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 4.2: 16 h / 0 - 20 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 60 °C 6.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 7.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 7.2: 16 h / 20 °C View Scheme

1.1: tetrakis(triphenylphosphine) palladium(0); N,N'-dimethyl-barbituric acid / dichloromethane / 3 h / 35 °C 2.1: benzoic acid / toluene / 16 h / 80 °C 3.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 3.2: 16 h / 0 - 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 60 °C 5.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 6.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 6.2: 16 h / 20 °C View Scheme

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 1.2: 16 h / 0 - 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 60 °C 3.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 4.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 4.2: 16 h / 20 °C View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 60 °C 2.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 3.2: 16 h / 20 °C View Scheme

1.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 2.2: 16 h / 20 °C View Scheme

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.67 h / -15 °C 2.1: tetrahydrofuran / 16 h / -15 - 20 °C 3.1: tetrahydrofuran / 2 h / -78 °C 3.2: 12 h / -78 - 20 °C 4.1: tetrakis(triphenylphosphine) palladium(0); N,N'-dimethyl-barbituric acid / dichloromethane / 3 h / 35 °C 5.1: benzoic acid / toluene / 16 h / 80 °C 6.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 6.2: 16 h / 0 - 20 °C 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 60 °C 8.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 9.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 9.2: 16 h / 20 °C View Scheme

1.1: potassium carbonate; sodium iodide / tetrahydrofuran / 16 h / 20 °C 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.67 h / -15 °C 3.1: tetrahydrofuran / 16 h / -15 - 20 °C 4.1: tetrahydrofuran / 2 h / -78 °C 4.2: 12 h / -78 - 20 °C 5.1: tetrakis(triphenylphosphine) palladium(0); N,N'-dimethyl-barbituric acid / dichloromethane / 3 h / 35 °C 6.1: benzoic acid / toluene / 16 h / 80 °C 7.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C 7.2: 16 h / 0 - 20 °C 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 60 °C 9.1: Pearlman's catalist; hydrogen / methanol / 16 h / 20 °C 10.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran 10.2: 16 h / 20 °C View Scheme

1: triethylamine / tetrahydrofuran / 2 h / 0 °C 2: tetrahydrofuran / 16 h / 0 - 20 °C View Scheme