triethylamine; lithium chloride in ethanol T=70°C; 3 h;

in water; acetonitrile T=28°C; 20 - 24 h;

1.1: NaH / dimethylformamide / -78 - 20 °C 1.2: dimethylformamide / 1 h / 20 °C 2.1: 86 percent / HCOONH4 / Pd/C / dimethylformamide / 1.5 h / 20 °C 3.1: 53 percent / Et3N / ethanol / 2 h / 70 °C View Scheme

1.1: K2CO4 / acetonitrile / 1 h / 70 °C 2.1: 340 mg / aq. HCl / methanol / 2 h / 80 °C 3.1: POCl3; N,N'-diisopropylethylamine / toluene / 4 h / 120 °C 4.1: NaH / dimethylformamide / -78 - 20 °C 4.2: dimethylformamide / 1 h / 20 °C 5.1: 86 percent / HCOONH4 / Pd/C / dimethylformamide / 1.5 h / 20 °C 6.1: 53 percent / Et3N / ethanol / 2 h / 70 °C View Scheme

1.1: NaH / dimethylformamide / -78 - 20 °C 1.2: dimethylformamide / 1 h / 20 °C 2.1: 86 percent / HCOONH4 / Pd/C / dimethylformamide / 1.5 h / 20 °C 3.1: 53 percent / Et3N / ethanol / 2 h / 70 °C View Scheme

1.1: POCl3; N,N'-diisopropylethylamine / toluene / 4 h / 120 °C 2.1: NaH / dimethylformamide / -78 - 20 °C 2.2: dimethylformamide / 1 h / 20 °C 3.1: 86 percent / HCOONH4 / Pd/C / dimethylformamide / 1.5 h / 20 °C 4.1: 53 percent / Et3N / ethanol / 2 h / 70 °C View Scheme

1.1: 340 mg / aq. HCl / methanol / 2 h / 80 °C 2.1: POCl3; N,N'-diisopropylethylamine / toluene / 4 h / 120 °C 3.1: NaH / dimethylformamide / -78 - 20 °C 3.2: dimethylformamide / 1 h / 20 °C 4.1: 86 percent / HCOONH4 / Pd/C / dimethylformamide / 1.5 h / 20 °C 5.1: 53 percent / Et3N / ethanol / 2 h / 70 °C View Scheme

1: 86 percent / HCOONH4 / Pd/C / dimethylformamide / 1.5 h / 20 °C 2: 53 percent / Et3N / ethanol / 2 h / 70 °C View Scheme