N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine

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

Procedure: A mixture of N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine (1.45 g), 1-bromo-3-chloropropane (4.05 mL) and cesium carbonate (11.20 g) in acetone was heated to reflux for 7 h, cooled to rt and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 35:1 (v/v) DCM/MeOH) to afford the title compound as yellow oil (0.93 g, 40.00%), HPLC: 80.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 203.7 (M+1). was heated to reflux for 7 h filtered The filtrate was concentrated in vacuo the residue was chromatographed with a silica gel column (eluting agent: 35:1 (v/v) DCM/MeOH)

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

Procedure: To a solution of 3-benzyl-N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine (1.80 g) in MeOH was added a catalytic amount of 20% Pd(OH)2/C. The reaction mixture was stirred for 3 h at room temperature under H2 and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 20:1 (v/v) DCM/MeOH) to afford the title compound as brown oil (0.74 g, 70.00%), HPLC: 99.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 127.5 (M+1); 1H NMR (400 MHz, CDCl3) δ: 1.25-1.28 (m, 3H), 1.72-1.76 (m, 2H), 2.31 (s, 6H), 3.19-3.29 (m, 2H) ppm. filtered The filtrate was concentrated in vacuo the residue was chromatographed with a silica gel column (eluting agent: 20:1 (v/v) DCM/MeOH)

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

Procedure: A mixture of N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine (1.45 g), 1-bromo-3-chloropropane (4.05 mL) and cesium carbonate (11.20 g) in acetone was heated to reflux for 7 h, cooled to rt and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 35:1 (v/v) DCM/MeOH) to afford the title compound as yellow oil (0.93 g, 40.00%), HPLC: 80.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 203.7 (M+1). was heated to reflux for 7 h filtered The filtrate was concentrated in vacuo the residue was chromatographed with a silica gel column (eluting agent: 35:1 (v/v) DCM/MeOH)

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

Procedure: To a solution of 3-benzyl-N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine (1.80 g) in MeOH was added a catalytic amount of 20% Pd(OH)2/C. The reaction mixture was stirred for 3 h at room temperature under H2 and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 20:1 (v/v) DCM/MeOH) to afford the title compound as brown oil (0.74 g, 70.00%), HPLC: 99.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 127.5 (M+1); 1H NMR (400 MHz, CDCl3) δ: 1.25-1.28 (m, 3H), 1.72-1.76 (m, 2H), 2.31 (s, 6H), 3.19-3.29 (m, 2H) ppm. filtered The filtrate was concentrated in vacuo the residue was chromatographed with a silica gel column (eluting agent: 20:1 (v/v) DCM/MeOH)