3-(2-aminoethyl)imidazolidine-2,4-dione;hydrochloride

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3-(2-Aminoethyl)-imidazolidine-2,4-dione hydrochloride (14.7 g., 82 mmol) was suspended in DCM (300 mL) and DIPEA (28 mL, 160 mmol) was added. The mixture was stirred for 15 min, and then BOC2O (19.7 g, 90 mmol) was added. The suspension was stirred for 1 h, and then DMF (45 mL) was added. The stirred suspension gradually became a clear solution over the next several h. Stirring was continued for a further 16 h, after which time a thick precipitate had formed. The mixture was concentrated to dryness in vacuo, ensuring the last traces of DMF were removed, and then dissolved in boiling EtOAc (200 mL). Hexane (800 mL) was added, the mixture cooled and allowed to stand for 1 h. The resulting product was collected by filtration. Yield=14.6 g, 73%. The suspension was stirred for 1 h Stirring was continued for a further 16 h after which time a thick precipitate had formed The mixture was concentrated to dryness in vacuo were removed dissolved Hexane (800 mL) was added the mixture cooled to stand for 1 h The resulting product was collected by filtration

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3-(2-Aminoethyl)-imidazolidine-2,4-dione hydrochloride (14.7 g., 82 mmol) was suspended in DCM (300 mL) and DIPEA (28 mL, 160 mmol) was added. The mixture was stirred for 15 min, and then BOC2O (19.7 g, 90 mmol) was added. The suspension was stirred for 1 h, and then DMF (45 mL) was added. The stirred suspension gradually became a clear solution over the next several h. Stirring was continued for a further 16 h, after which time a thick precipitate had formed. The mixture was concentrated to dryness in vacuo, ensuring the last traces of DMF were removed, and then dissolved in boiling EtOAc (200 mL). Hexane (800 mL) was added, the mixture cooled and allowed to stand for 1 h. The resulting product was collected by filtration. Yield=14.6 g, 73%. The suspension was stirred for 1 h Stirring was continued for a further 16 h after which time a thick precipitate had formed The mixture was concentrated to dryness in vacuo were removed dissolved Hexane (800 mL) was added the mixture cooled to stand for 1 h The resulting product was collected by filtration

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (2-Aminoethyl)-carbamic acid tert-butyl ester (14.4 g, 90 mmol) was dissolved in DCM (100 mL) and was treated with a solution of isocyanatoacetic acid ethyl ester (11.6 g. 90 mmol) in DCM (100 mL) added dropwise over 30 min. The resulting solution was stirred for 1 h and concentrated to give a pale gum. Aqueous 5N HCl (250 mL) was added and the mixture stirred until dissolved. The resulting solution was heated at 100° C. for 16 h, concentrated, water (250 mL) was added and the solution again concentrated to give a solid. Ethanol (100 mL) was added and the mixture was again concentrated. Ethanol (150 mL) was added and the mixture stirred for 16 h to give the product as a fine white powder which was collected by filtration. Yield=14.7 g, 91%. MS (M+H)+ 144. added dropwise over 30 min concentrated to give a pale gum the mixture stirred until dissolved concentrated water (250 mL) was added the solution again concentrated to give a solid the mixture was again concentrated Ethanol (150 mL) was added the mixture stirred for 16 h

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (2-Aminoethyl)-carbamic acid tert-butyl ester (14.4 g, 90 mmol) was dissolved in DCM (100 mL) and was treated with a solution of isocyanatoacetic acid ethyl ester (11.6 g. 90 mmol) in DCM (100 mL) added dropwise over 30 min. The resulting solution was stirred for 1 h and concentrated to give a pale gum. Aqueous 5N HCl (250 mL) was added and the mixture stirred until dissolved. The resulting solution was heated at 100° C. for 16 h, concentrated, water (250 mL) was added and the solution again concentrated to give a solid. Ethanol (100 mL) was added and the mixture was again concentrated. Ethanol (150 mL) was added and the mixture stirred for 16 h to give the product as a fine white powder which was collected by filtration. Yield=14.7 g, 91%. MS (M+H)+ 144. added dropwise over 30 min concentrated to give a pale gum the mixture stirred until dissolved concentrated water (250 mL) was added the solution again concentrated to give a solid the mixture was again concentrated Ethanol (150 mL) was added the mixture stirred for 16 h

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3-(2-Aminoethyl)-imidazolidine-2,4-dione hydrochloride (14.7 g., 82 mmol) was suspended in DCM (300 mL) and DIPEA (28 mL, 160 mmol) was added. The mixture was stirred for 15 min, and then BOC2O (19.7 g, 90 mmol) was added. The suspension was stirred for 1 h, and then DMF (45 mL) was added. The stirred suspension gradually became a clear solution over the next several h. Stirring was continued for a further 16 h, after which time a thick precipitate had formed. The mixture was concentrated to dryness in vacuo, ensuring the last traces of DMF were removed, and then dissolved in boiling EtOAc (200 mL). Hexane (800 mL) was added, the mixture cooled and allowed to stand for 1 h. The resulting product was collected by filtration. Yield=14.6 g, 73%. The suspension was stirred for 1 h Stirring was continued for a further 16 h after which time a thick precipitate had formed The mixture was concentrated to dryness in vacuo were removed dissolved Hexane (800 mL) was added the mixture cooled to stand for 1 h The resulting product was collected by filtration

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3-(2-Aminoethyl)-imidazolidine-2,4-dione hydrochloride (14.7 g., 82 mmol) was suspended in DCM (300 mL) and DIPEA (28 mL, 160 mmol) was added. The mixture was stirred for 15 min, and then BOC2O (19.7 g, 90 mmol) was added. The suspension was stirred for 1 h, and then DMF (45 mL) was added. The stirred suspension gradually became a clear solution over the next several h. Stirring was continued for a further 16 h, after which time a thick precipitate had formed. The mixture was concentrated to dryness in vacuo, ensuring the last traces of DMF were removed, and then dissolved in boiling EtOAc (200 mL). Hexane (800 mL) was added, the mixture cooled and allowed to stand for 1 h. The resulting product was collected by filtration. Yield=14.6 g, 73%. The suspension was stirred for 1 h Stirring was continued for a further 16 h after which time a thick precipitate had formed The mixture was concentrated to dryness in vacuo were removed dissolved Hexane (800 mL) was added the mixture cooled to stand for 1 h The resulting product was collected by filtration

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (2-Aminoethyl)-carbamic acid tert-butyl ester (14.4 g, 90 mmol) was dissolved in DCM (100 mL) and was treated with a solution of isocyanatoacetic acid ethyl ester (11.6 g. 90 mmol) in DCM (100 mL) added dropwise over 30 min. The resulting solution was stirred for 1 h and concentrated to give a pale gum. Aqueous 5N HCl (250 mL) was added and the mixture stirred until dissolved. The resulting solution was heated at 100° C. for 16 h, concentrated, water (250 mL) was added and the solution again concentrated to give a solid. Ethanol (100 mL) was added and the mixture was again concentrated. Ethanol (150 mL) was added and the mixture stirred for 16 h to give the product as a fine white powder which was collected by filtration. Yield=14.7 g, 91%. MS (M+H)+ 144. added dropwise over 30 min concentrated to give a pale gum the mixture stirred until dissolved concentrated water (250 mL) was added the solution again concentrated to give a solid the mixture was again concentrated Ethanol (150 mL) was added the mixture stirred for 16 h

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (2-Aminoethyl)-carbamic acid tert-butyl ester (14.4 g, 90 mmol) was dissolved in DCM (100 mL) and was treated with a solution of isocyanatoacetic acid ethyl ester (11.6 g. 90 mmol) in DCM (100 mL) added dropwise over 30 min. The resulting solution was stirred for 1 h and concentrated to give a pale gum. Aqueous 5N HCl (250 mL) was added and the mixture stirred until dissolved. The resulting solution was heated at 100° C. for 16 h, concentrated, water (250 mL) was added and the solution again concentrated to give a solid. Ethanol (100 mL) was added and the mixture was again concentrated. Ethanol (150 mL) was added and the mixture stirred for 16 h to give the product as a fine white powder which was collected by filtration. Yield=14.7 g, 91%. MS (M+H)+ 144. added dropwise over 30 min concentrated to give a pale gum the mixture stirred until dissolved concentrated water (250 mL) was added the solution again concentrated to give a solid the mixture was again concentrated Ethanol (150 mL) was added the mixture stirred for 16 h

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3-(2-Aminoethyl)-imidazolidine-2,4-dione hydrochloride (14.7 g., 82 mmol) was suspended in DCM (300 mL) and DIPEA (28 mL, 160 mmol) was added. The mixture was stirred for 15 min, and then BOC2O (19.7 g, 90 mmol) was added. The suspension was stirred for 1 h, and then DMF (45 mL) was added. The stirred suspension gradually became a clear solution over the next several h. Stirring was continued for a further 16 h, after which time a thick precipitate had formed. The mixture was concentrated to dryness in vacuo, ensuring the last traces of DMF were removed, and then dissolved in boiling EtOAc (200 mL). Hexane (800 mL) was added, the mixture cooled and allowed to stand for 1 h. The resulting product was collected by filtration. Yield=14.6 g, 73%. The suspension was stirred for 1 h Stirring was continued for a further 16 h after which time a thick precipitate had formed The mixture was concentrated to dryness in vacuo were removed dissolved Hexane (800 mL) was added the mixture cooled to stand for 1 h The resulting product was collected by filtration

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (2-Aminoethyl)-carbamic acid tert-butyl ester (14.4 g, 90 mmol) was dissolved in DCM (100 mL) and was treated with a solution of isocyanatoacetic acid ethyl ester (11.6 g. 90 mmol) in DCM (100 mL) added dropwise over 30 min. The resulting solution was stirred for 1 h and concentrated to give a pale gum. Aqueous 5N HCl (250 mL) was added and the mixture stirred until dissolved. The resulting solution was heated at 100° C. for 16 h, concentrated, water (250 mL) was added and the solution again concentrated to give a solid. Ethanol (100 mL) was added and the mixture was again concentrated. Ethanol (150 mL) was added and the mixture stirred for 16 h to give the product as a fine white powder which was collected by filtration. Yield=14.7 g, 91%. MS (M+H)+ 144. added dropwise over 30 min concentrated to give a pale gum the mixture stirred until dissolved concentrated water (250 mL) was added the solution again concentrated to give a solid the mixture was again concentrated Ethanol (150 mL) was added the mixture stirred for 16 h