N'-cyclopropyl-N'-methylethane-1,2-diamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 15.6 g of N-acetyl-N'-methylcyclopropylethylenediamine are refluxed during two hours with 80 ml of 15% hydrochloric acid. The solution is then saturated with sodium hydroxide, extracted with ethyl ether, the organic extract is dried and evaporated at 20° C./15 mm/Hg. Gas-chromatographically pure N-acetyl-N'-methyl-N'-cyclopropylethylene is thus obtained. 8.06 g (0.04 mole) of 2-methoxy-4-amino-5-chlorobenzoic acid and 7.12 g (0.044 mole) of carbonyldiimidazole are suspended in 80 ml of tetrahydrofuran and kept at 30° C. until the gas evolution stopped. A solution containing 5.7 g (0.05 mole) of N-methyl-N-cyclopropylethylenediamine in 15 ml of tetrahydrofuran is then slowly added at room temperature, and thereafter the temperature is kept at 50° C. for one hour. After cooling down, the mixture is poured into water, the solid is removed by filtration and crystallized from alcohol, thus obtaining 9.6 (80.6%) of 2-methoxy-4-amino-5-chloro-N-(2-(methylcyclopropylamino)ethyl-benzamide having a melting point of 164°-5° C. Hydrochloride, m.p. 130°-2° C. kept at 30° C. until the gas evolution is then slowly added at room temperature After cooling down the solid is removed by filtration crystallized from alcohol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in accordance with the general method 4 described in example 16 from bis(trichloromethyl) carbonate, N(1)-cyclopropyl-N(1)-methyl-ethane-1,2-diamine and (R)—N2-indan-1-yl-quinoline-2,6-diamine; MS: m/e=416.6 (M+H+).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 15.6 g of N-acetyl-N'-methylcyclopropylethylenediamine are refluxed during two hours with 80 ml of 15% hydrochloric acid. The solution is then saturated with sodium hydroxide, extracted with ethyl ether, the organic extract is dried and evaporated at 20° C./15 mm/Hg. Gas-chromatographically pure N-acetyl-N'-methyl-N'-cyclopropylethylene is thus obtained. 8.06 g (0.04 mole) of 2-methoxy-4-amino-5-chlorobenzoic acid and 7.12 g (0.044 mole) of carbonyldiimidazole are suspended in 80 ml of tetrahydrofuran and kept at 30° C. until the gas evolution stopped. A solution containing 5.7 g (0.05 mole) of N-methyl-N-cyclopropylethylenediamine in 15 ml of tetrahydrofuran is then slowly added at room temperature, and thereafter the temperature is kept at 50° C. for one hour. After cooling down, the mixture is poured into water, the solid is removed by filtration and crystallized from alcohol, thus obtaining 9.6 (80.6%) of 2-methoxy-4-amino-5-chloro-N-(2-(methylcyclopropylamino)ethyl-benzamide having a melting point of 164°-5° C. Hydrochloride, m.p. 130°-2° C. kept at 30° C. until the gas evolution is then slowly added at room temperature After cooling down the solid is removed by filtration crystallized from alcohol