dicyclopropylmethanamine;hydrochloride

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.2 mol (25.2 g) of dimethyl sulphate and 0.2 mol (17 g) of 2-pyrrolidinone is heated at 60° C. overnight. The reaction mixture is poured into a saturated iced K2CO3 solution. The aqueous phase is extracted twice with ether, and the combined organic phases are dried and concentrated. The residue is then distilled under reduced pressure. 2 mrnmol of the resulting product are dissolved in 20 ml of methanol, and 2 mmol (295 mg) of dicyclopropylmethylamine hydrochloride are added. The reaction mixture is stirred at 50° C. for 2 hours. After evaporation of the methanol, the residue is taken up in water, rendered alkaline and extracted twice with ether. The organic phase is dried, concentrated and purified to yield the expected product. The corresponding, hydrochloride is obtained by the action of a titrated solution of hydrochloric acid in ethanol. The aqueous phase is extracted twice with ether the combined organic phases are dried concentrated The residue is then distilled under reduced pressure 2 mrnmol of the resulting product are dissolved in 20 ml of methanol After evaporation of the methanol extracted twice with ether The organic phase is dried concentrated purified

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.2 mol (25.2 g) of dimethyl sulphate and 0.2 mol (17 g) of 2-pyrrolidinone is heated at 60° C. overnight. The reaction mixture is poured into a saturated iced K2CO3 solution. The aqueous phase is extracted twice with ether, and the combined organic phases are dried and concentrated. The residue is then distilled under reduced pressure. 2 mrnmol of the resulting product are dissolved in 20 ml of methanol, and 2 mmol (295 mg) of dicyclopropylmethylamine hydrochloride are added. The reaction mixture is stirred at 50° C. for 2 hours. After evaporation of the methanol, the residue is taken up in water, rendered alkaline and extracted twice with ether. The organic phase is dried, concentrated and purified to yield the expected product. The corresponding, hydrochloride is obtained by the action of a titrated solution of hydrochloric acid in ethanol. The aqueous phase is extracted twice with ether the combined organic phases are dried concentrated The residue is then distilled under reduced pressure 2 mrnmol of the resulting product are dissolved in 20 ml of methanol After evaporation of the methanol extracted twice with ether The organic phase is dried concentrated purified

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

Procedure: To a solution of 4.48 g of dicyclopropylmethyl alcohol in 20 mL of CH2Cl2 was added 3.6 g of NaN3 followed by 10 g of CCl3CO2H. The resulting mixture was stirred at room temperature for 3 h, diluted with 50 mL of CH2Cl2, washed with NaHCO3 and NaCl solution. Drying over MgSO4 and removal of solvent gave an oil (which was examined by high field 1H NMR and shown to be contaminated by a small amount of ring-opening compound (less than 5%)) which was dissolved in a solution of 7 mL of toluene containing 2.5 g of hexadecyltributyl phosphonium bromide. To the solution was added 5 g of NaBH4 in 15 mL of H2O through a dropping funnel over 30 min. The mixture was stirred at 80° C. for 16 h, layers separated and the organic layer extracted with 10 % HCl. The pH of the aqueous solution was adjusted to 8-9 with NaOH and extracted with ether. After drying over MgSO4, HCl gas was bubbled through the solution and the amine hydrochloride salt which had precipitated was collected by filtration and recrystallized from ether/MeOH to give 1.8 g (35%) of the salt as white crystals, mp 250° C. dec. washed with NaHCO3 and NaCl solution Drying over MgSO4 and removal of solvent gave an oil (which The mixture was stirred at 80° C. for 16 h layers separated the organic layer extracted with 10 % HCl extracted with ether After drying over MgSO4, HCl gas was bubbled through the solution the amine hydrochloride salt which had precipitated was collected by filtration recrystallized from ether/MeOH

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

Procedure: 1.6 g (10.8 mmol) of 1,1-dicyclopropylmethylamine hydrochloride were admixed with 0.91 g (10.8 mmol) of cyanoguanidine in a mixture of 6 ml of decane and 20 ml of toluene. The mixture was heated to a temperature of 140° C. for 5 h, in the course of which toluene distilled off. The flask contents were cooled to room temperature, then acetone was added. The precipitate was decanted off and freed of residual solvent under reduced pressure. 1.7 g of the crude product (purity approx. 80%) were obtained, which were used for the next synthesis stage without further purification. distilled off acetone was added The precipitate was decanted off

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.2 mol (25.2 g) of dimethyl sulphate and 0.2 mol (17 g) of 2-pyrrolidinone is heated at 60° C. overnight. The reaction mixture is poured into a saturated iced K2CO3 solution. The aqueous phase is extracted twice with ether, and the combined organic phases are dried and concentrated. The residue is then distilled under reduced pressure. 2 mrnmol of the resulting product are dissolved in 20 ml of methanol, and 2 mmol (295 mg) of dicyclopropylmethylamine hydrochloride are added. The reaction mixture is stirred at 50° C. for 2 hours. After evaporation of the methanol, the residue is taken up in water, rendered alkaline and extracted twice with ether. The organic phase is dried, concentrated and purified to yield the expected product. The corresponding, hydrochloride is obtained by the action of a titrated solution of hydrochloric acid in ethanol. The aqueous phase is extracted twice with ether the combined organic phases are dried concentrated The residue is then distilled under reduced pressure 2 mrnmol of the resulting product are dissolved in 20 ml of methanol After evaporation of the methanol extracted twice with ether The organic phase is dried concentrated purified