反应详情

A stirred mixture of 1,4-benzodioxan-2-ylmethyl toluene4-sulphonate (0.82 g), 2-amino-N-(4-piperidylmethyl)pyridine-3-carboxamide trifluoroacetate (0.905 g; prepared in a similar manner to that described in Example 2) and potassium carbonate (1.4 g) in acetonitrile (50 ml) was heated under reflux for 6 hours. After cooling, the solvent was removed in vacuo, water (60 ml) was added to the residue, and the product was extracted with dichloromethane (2×30 ml). The extracts were dried over magnesium sulphate and the solvent was removed in vacuo to give an oil. The oil was purified by flash chromatography on silica eluting with a 9:1 then 1:1 mixture of dichloromethane and methanol. Appropriate fractions were combined and the solvents removed in vacuo to give an oil. Ethereal maleic acid (20 ml) was added to yield a white solid. The solid was collected by filtration, washed with ether and the solvent removed in vacuo to yield 2-amino-N-{[1-(1,4-benzodioxan-2-ylmethyl)-4-piperidyl]methyl}pyridine-3-carboxamide 0.5 maleate (95 mg) m.p. 104-106° C.

1. customprepared in a similar manner to that
2. temperaturewas heated
3. temperatureunder reflux for 6 hours
4. temperatureAfter cooling
5. customthe solvent was removed in vacuo, water (60 ml)
6. additionwas added to the residue
7. extractionthe product was extracted with dichloromethane (2×30 ml)
8. dry with materialThe extracts were dried over magnesium sulphate
9. customthe solvent was removed in vacuo
10. customto give an oil
11. customThe oil was purified by flash chromatography on silica eluting with a 9:1
12. addition1:1 mixture of dichloromethane and methanol
13. customthe solvents removed in vacuo
14. customto give an oil
15. customto yield a white solid
16. filtrationThe solid was collected by filtration
17. washwashed with ether
18. customthe solvent removed in vacuo