(3S)-1-benzyl-3-methylpiperazine

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

Procedure: Beginning with 5-chloro-7-bromobenzofuran and 1-benzyl-3(S)-methylpiperazine, the title compound was prepared as described.

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

Procedure: (S)-(+)-2-Methylpiperazine (2.63 g), benzylbromide (3.12 ml) and potassium carbonate (5.4 g) were heated together in acetonitrile (120 ml) at 40° C. for 3 days. The mixture was evaporated to dryness in vacuo and the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The organic phase was separated, dried (magnesium sulphate) and evaporated to dryness in vacuo. The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide) to afford the title compound as a solid, 1.12 g. The mixture was evaporated to dryness in vacuo the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate The organic phase was separated dried (magnesium sulphate) evaporated to dryness in vacuo The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide)

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

Procedure: (S)-(+)-2-Methylpiperazine (2.63 g), benzylbromide (3.12 ml) and potassium carbonate (5.4 g) were heated together in acetonitrile (120 ml) at 40° C. for 3 days. The mixture was evaporated to dryness in vacuo and the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The organic phase was separated, dried (magnesium sulphate) and evaporated to dryness in vacuo. The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide) to afford the title compound as a solid, 1.12 g. The mixture was evaporated to dryness in vacuo the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate The organic phase was separated dried (magnesium sulphate) evaporated to dryness in vacuo The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide)

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

Procedure: To a stirred solution of (S)-1-benzyl-3-methylpiperazine (588 mg) and triethylamine (0.47 ml) in dichloromethane (5 ml) was added acetic anhydride (0.32 ml) at 0° C. The reaction mixture was stirred at ambient temperature for 4 hours. Methanol was added to this solution and evaporated. The residue was taken up in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by column chromatography eluting with a mixture of ethyl acetate and n-hexane (2:1) to give (S)-1-acetyl-4-benzyl-2-methylpiperazine (660 mg). evaporated washed with water and brine The organic layer was dried over magnesium sulfate concentrated The residue was purified by column chromatography eluting with a mixture of ethyl acetate and n-hexane (2:1)

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a stirred solution of (S)-1-tert-butoxycarbonyl-2-methyl-4-benzylpiperazine (864 mg) in methanol (5 ml) was added concentrated hydrochloric acid (0.94 ml). The reaction mixture was stirred at 50° C. for 1 hour. After cooling, the solvent was evaporated off. The residue was made to alkali with 1N aqueous solution of sodium hydroxide and extracted with ethyl acetate (×3). The combined organic layer was dried over magnesium sulfate and concentrated to give (S)-1-benzyl-3-methylpiperazine (588 mg). After cooling the solvent was evaporated off extracted with ethyl acetate (×3) The combined organic layer was dried over magnesium sulfate concentrated

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

Procedure: Beginning with 5-chloro-7-bromobenzofuran and 1-benzyl-3(S)-methylpiperazine, the title compound was prepared as described.

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

Procedure: (S)-(+)-2-Methylpiperazine (2.63 g), benzylbromide (3.12 ml) and potassium carbonate (5.4 g) were heated together in acetonitrile (120 ml) at 40° C. for 3 days. The mixture was evaporated to dryness in vacuo and the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The organic phase was separated, dried (magnesium sulphate) and evaporated to dryness in vacuo. The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide) to afford the title compound as a solid, 1.12 g. The mixture was evaporated to dryness in vacuo the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate The organic phase was separated dried (magnesium sulphate) evaporated to dryness in vacuo The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide)