2-(4-ethylpiperazin-1-yl)ethanamine

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

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

Procedure: A solution of 27 (60 mg, 0.143 mmol), 2-(4-ethylpiperazin-1-yl)ethanamine (57 mg, 0.362 mmol), and DIEA (0.062 mL, 0.357 mmol) in CH2Cl2 (1 mL) and CH3CN (1 mL) was heated at 70° C. over night, then concentrated. Preparative TLC (SiO2, 20% MeOH in CH2Cl2) afforded the title compound 28. MS for C32H40N6O2: found 541 (M+H+), 539 (M−H+). concentrated

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

Procedure: A solution of 27 (60 mg, 0.143 mmol), 2-(4-ethylpiperazin-1-yl)ethanamine (57 mg, 0.362 mmol), and DIEA (0.062 mL, 0.357 mmol) in CH2Cl2 (1 mL) and CH3CN (1 mL) was heated at 70° C. over night, then concentrated. Preparative TLC (SiO2, 20% MeOH in CH2Cl2) afforded the title compound 28. MS for C32H40N6O2: found 541 (M+H+), 539 (M−H+). concentrated

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

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

Procedure: To a solution of 1-piperazineethanol(2.28 g) in acetone(40 ml) were added bromoacetonitrile(2.40 g) and potassium carbonate(5.53 g) and then the mixture was stirred at room temperature for 4 hours. After the reaction, the reaction mixture was washed with saturated brine and water successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. To the residue dissolved in methanol(60 ml) were added cobalt chloride(9.50 g) and sodium borohydride(7.60 g), and then the mixture was stirred at room temperature for 30 minutes. After the reaction mixture was concentrated, the resulting residue was dissolved in chloroform. After a filtration, the filtrate was concentrated, thereby yielding 1.17 g (41%) of 4-(2-aminoethyl)-1-ethylpiperazine. After the reaction the reaction mixture was washed with saturated brine and water successively dried over sodium sulfate anhydride concentrated under a vacuum To the residue dissolved in methanol(60 ml) were added cobalt chloride(9.50 g) and sodium borohydride(7.60 g) the mixture was stirred at room temperature for 30 minutes After the reaction mixture was concentrated the resulting residue was dissolved in chloroform After a filtration the filtrate was concentrated

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

Procedure: To a solution of 1-piperazineethanol(2.28 g) in acetone(40 ml) were added bromoacetonitrile(2.40 g) and potassium carbonate(5.53 g) and then the mixture was stirred at room temperature for 4 hours. After the reaction, the reaction mixture was washed with saturated brine and water successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. To the residue dissolved in methanol(60 ml) were added cobalt chloride(9.50 g) and sodium borohydride(7.60 g), and then the mixture was stirred at room temperature for 30 minutes. After the reaction mixture was concentrated, the resulting residue was dissolved in chloroform. After a filtration, the filtrate was concentrated, thereby yielding 1.17 g (41%) of 4-(2-aminoethyl)-1-ethylpiperazine. After the reaction the reaction mixture was washed with saturated brine and water successively dried over sodium sulfate anhydride concentrated under a vacuum To the residue dissolved in methanol(60 ml) were added cobalt chloride(9.50 g) and sodium borohydride(7.60 g) the mixture was stirred at room temperature for 30 minutes After the reaction mixture was concentrated the resulting residue was dissolved in chloroform After a filtration the filtrate was concentrated

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

Procedure: A solution of 27 (60 mg, 0.143 mmol), 2-(4-ethylpiperazin-1-yl)ethanamine (57 mg, 0.362 mmol), and DIEA (0.062 mL, 0.357 mmol) in CH2Cl2 (1 mL) and CH3CN (1 mL) was heated at 70° C. over night, then concentrated. Preparative TLC (SiO2, 20% MeOH in CH2Cl2) afforded the title compound 28. MS for C32H40N6O2: found 541 (M+H+), 539 (M−H+). concentrated