1-Methylpiperazine → HCID 117728791, compound

Participants

Reaction Steps

A cloudy solution of Intermediate 13c (0.66 g, 1.80 mmol) in DCE (18 mL) was treated with 1-methylpiperazine (0.22 mL, 2.00 mmol) then sodium triacetoxyborohydride (0.58 g, 2.70 mmol), and the solution was stirred at ambient temperature overnight. The mixture was treated with another portion of 1-methylpiperazine (0.22 mL, 2.00 mmol) and sodium triacetoxyborohydride (0.58 g, 2.70 mmol), and stirred for 5 h. The mixture was cautiously diluted with a saturated aqueous sodium bicarbonate solution and the layers were separated. The aqueous layer was then extracted with DCM (2×). The combined organic layers were washed with a saturated aqueous sodium bicarbonate solution and brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue was dissolved in DCM and purified by FCC, using 0-8% [2M NH3 in MeOH] in DCM, to give the title compound (0.41 g, 57%). LCMS (Method 3): Rt 2.11 min, m/z 394, 396 [MH+].

Provenance & Evidence