反应详情

Add sodium triacetoxyborohydride (231 mg, 1.04 mmol) to a solution of N-[4-(3,4,5,6-Tetrahydro-2H-[1,2′]bipyrazinyl-3′-yl)-benzyl]-acetamide (215 mg, 0.69 mmol) and 3,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxaldehyde (208 mg, 1.03 mmol) in THF (3.5 mL). Maintain stirring for 3 hr. and quench by adding NaHCO3 (5 mL). Extract with DCM (3×10 mL) and discard the aq. phase filtering through an IST phase separator Frit®. Concentrate to dryness and purify by preparative HPLC then purify by SCX-2® ion exchange chromatography, eluting with 2 M NH3 in MeOH to give the free base. Prepare the hydrochloride salt by adding HCl and lyophilise the solution to give the title compound (200 mg, 54%). MS (ES): m/z=497 [M+H]+.

1. temperatureMaintain
2. customand quench
3. additionby adding NaHCO3 (5 mL)
4. extractionExtract with DCM (3×10 mL)
5. filtrationfiltering through an IST phase separator Frit®
6. concentrationConcentrate to dryness
7. custompurify by preparative HPLC
8. customthen purify by SCX-2® ion exchange chromatography
9. washeluting with 2 M NH3 in MeOH
10. customto give the free base