反应详情

4-Benzylpiperidine (54 μL, 0.30 mmol) was added to a stirred solution of N-(3-oxo-1-phenylpropyl)benzenesulfonamide (83 mg, 0.28 mmol) (Example 3 Step 4) in MeOH (1.0 mL) under N2 and sodium cyanoborohydride (40 mg, 0.62 mmol) added. After 4 h the reaction was quenched with water, applied to an SCX-2 cartridge and washed with MeOH and then 2 M NH3 in MeOH solution. The desired fractions were concentrated under reduced pressure and further purified by reversed phase prep-HPLC system to give the title compound as a residue (10 mg, 7%), after isolating the free base. 1H NMR (400 MHz, CDCl3) δ 1.3–2.0 (9H, m), 2.25–2.40 (2H, m), 2.59 (2H, d, J 6.9 Hz), 2.91 (2H, t, J 9.4 Hz), 4.50–4.54 (1H, m), 7.08–7.22 (8H,m), 7.27–7.36 (4H, m), 7.41–7.46 (1H, m), 7.64–7.69 (2H,m). MS (ES+) C27H32N2O2S requires: 448, found: 449 (M+H+)

1. customAfter 4 h the reaction was quenched with water
2. washwashed with MeOH
3. concentrationThe desired fractions were concentrated under reduced pressure
4. customfurther purified by reversed phase prep-HPLC system