反应详情

Boc-β-alanine (1.89 g; 10 mmol) was dissolved in 15 ml of DMF and, after addition of 2.02 g of N-methylmorpholine, 0.122 g of dimethylaminopyridine and 1.92 g of EDC*HCl, stirred for 1 h. 1.93 g (12 mmol) of 2-amino-5,6-dimethylbenzimidazole were added to the clear solution, and the mixture was stirred at RT for 16 h and then at 60° C. for 1 h. After the reaction was complete, NaCl solution was added, followed by extraction 2× with ethyl acetate, and the organic phase was washed with 10% citric acid and 2× with water, dried and concentrated. The residue (1.3 g) was dissolved in 10 ml of CH2Cl2, and 10 ml TFA were added. After 2 h, the mixture was evaporated, the residue was taken up in diethyl ether, ethereal HCl was added. After 1 h, the crystals were filtered off with suction, washed until neutral and dried at 40° C. 0.90 g; ESI-MS [M+H+]=233.2

1. stirringthe mixture was stirred at RT for 16 h
2. waitat 60° C. for 1 h
3. extractionfollowed by extraction 2× with ethyl acetate
4. washthe organic phase was washed with 10% citric acid and 2× with water
5. customdried
6. concentrationconcentrated
7. dissolutionThe residue (1.3 g) was dissolved in 10 ml of CH2Cl2
8. addition10 ml TFA were added
9. waitAfter 2 h
10. customthe mixture was evaporated
11. additionethereal HCl was added
12. waitAfter 1 h
13. filtrationthe crystals were filtered off with suction
14. washwashed until neutral and
15. customdried at 40° C