反应详情

Couple 3′-(4-methoxyphenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.103 g, 0.400 mmol) and 1,3,5-trimethyl-1H-pyrazole-4-carbaldehyde (0.0727 g, 0.526 mmol) using sodium triacetoxyborohydride (0.167 g, 0.788 mmol) in DCE (5 mL). Stir at room temperature for 18 hr, and add the reaction mixture to an SCX column. Elute with 2 M ammonia in methanol. Purify by silica gel chromatography, eluting with 0:100 to 20:80 methanol:DCM. Dissolve the residue in methanol and add ammonium chloride (1.3 mL of a 0.2 M solution of ammonium chloride in methanol, 0.26 mmol). Stir overnight, concentrate, add diethyl ether and stir overnight. Isolate the solid product by filtration and vacuum dry overnight to give the title compound (100 mg, 58%). MS (ES): m/z=393 [M+H]+.

1. additionadd the reaction mixture to an SCX column
2. washElute with 2 M ammonia in methanol
3. customPurify by silica gel chromatography
4. washeluting with 0:100 to 20:80 methanol
5. dissolutionDissolve the residue in methanol
6. additionadd ammonium chloride (1.3 mL of a 0.2 M solution of ammonium chloride in methanol, 0.26 mmol)
7. stirringStir overnight
8. concentrationconcentrate
9. additionadd diethyl ether
10. stirringstir overnight
11. customIsolate the solid product
12. filtrationby filtration and vacuum
13. customdry overnight