1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in tetrahydrofuran; N,N-dimethyl-formamide T=20 - 30°C; 4 h; Large scale;

1: 97.8 percent / NaOH / ethanol; tetrahydrofuran 2: 94.9 percent / CH2Cl2 View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 - 70 °C 2: potassium tert-butylate / N,N-dimethyl-formamide / 4 h / 20 - 25 °C / |Large scale 3: hydroxylamine hydrochloride / 1-methyl-pyrrolidin-2-one / 30 h / 60 °C 4: water; potassium carbonate / tetrahydrofuran; methanol / 2 h / 50 - 60 °C / |Large scale 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; tetrahydrofuran / 4 h / 20 - 30 °C / |Large scale View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 65 - 70 °C 2: potassium tert-butylate / N,N-dimethyl-formamide / 4 h / 20 - 25 °C / |Large scale 3: hydroxylamine hydrochloride / 1-methyl-pyrrolidin-2-one / 30 h / 60 °C 4: water; potassium carbonate / tetrahydrofuran; methanol / 2 h / 50 - 60 °C / |Large scale 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; tetrahydrofuran / 4 h / 20 - 30 °C / |Large scale View Scheme

1: potassium tert-butylate / N,N-dimethyl-formamide / 4 h / 20 - 25 °C / |Large scale 2: hydroxylamine hydrochloride / 1-methyl-pyrrolidin-2-one / 30 h / 60 °C 3: water; potassium carbonate / tetrahydrofuran; methanol / 2 h / 50 - 60 °C / |Large scale 4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; tetrahydrofuran / 4 h / 20 - 30 °C / |Large scale View Scheme

1: 84.5 percent / Et3N / tetrahydrofuran 2: 97.8 percent / NaOH / ethanol; tetrahydrofuran 3: 94.9 percent / CH2Cl2 View Scheme

1: 84.5 percent / Et3N / tetrahydrofuran 2: 97.8 percent / NaOH / ethanol; tetrahydrofuran 3: 94.9 percent / CH2Cl2 View Scheme