反应详情

4-Amino-5-chloro-2-methoxybenzoic acid (1.0 g, 0.005 moles) and 1,1'-carbonyldi-imidazole (892 mg, 0.00055 moles) were suspended in the DMF (10 ml) and the mixture was stirred until solution occurred (three hours). At this time, tetrahydro-1H-pyrrolizin-7a(5H)-ethylamine [amine Heterocycles 16, 755, 1981](771 mg; 0.005 moles) was added and the mixture was stirred for 1 hour. Tlc 30% MeOH/CHCl3 /1/10% NH4OH indicated that the reaction was complete. Concentration afforded a residue which was partitioned between Et2O/H2O. The product crystallized. The solid was filtered and dissolved in CHCl3, washed with dilute K2CO3, dried over MgSO4 and concentrated to a solid. The solid was triturated with Et2O and converted to the HCl salt with MeOH/HCl to yield 1.27 g (69%) of the product.

1. custom(three hours)
2. stirringthe mixture was stirred for 1 hour
3. concentrationConcentration
4. customafforded a residue which
5. customwas partitioned between Et2O/H2O
6. customThe product crystallized
7. filtrationThe solid was filtered
8. dissolutiondissolved in CHCl3
9. washwashed with dilute K2CO3
10. dry with materialdried over MgSO4
11. concentrationconcentrated to a solid
12. customThe solid was triturated with Et2O