Sodium Hydroxide → 2-((2-Methoxy-3-pyridinyl)methyl)piperazine

Temperature

70 °C

To a 100-mL round-bottomed flask was added 3-((2-methoxy-3-pyridinyl)methyl)-2,5-piperazinedione (398 mg, 1.69 mmol) and borane methyl sulfide, complex (0.64 mL, 6.77 mmol, Aldrich, St. Louis, Mo.) in THF (10 mL). The reaction mixture was stirred at 70° C. for 2 h. The mixture was cooled to room temperature, diluted with MeOH (1 mL), followed by 1N NaOH (12 mL), and extracted with DCM (2×50 mL). The organic extract was washed with saturated NaCl (20 mL) and dried over Na2SO4. The solution was filtered and concentrated in vacuo to give the crude 2-((2-methoxy-3-pyridinyl)methyl)piperazine as colorless viscous oil, which was used without purification.

1. temperatureThe mixture was cooled to room temperature
2. extractionextracted with DCM (2×50 mL)
3. extractionThe organic extract
4. washwas washed with saturated NaCl (20 mL)
5. dry with materialdried over Na2SO4
6. filtrationThe solution was filtered
7. concentrationconcentrated in vacuo

ORD record

ord-a54c7eb013bb45fbaaf1c0f7bdcbfd1a

Source dataset

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08431563B2