反应详情

温度

2.5 °C

3-Bromo-4-methoxybenzoic acid (270 mg; 1.17 mmol) was dissolved in N,N-dimethylformamide (5 ml), the solution was cooled to 0-5° C. and treated with 1-hydroxybenzotriazole(158 mg; 1.17 mmol) then 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (224 mg; 1.17 mmol) and the mixture stirred at 0-5° C. for 0.5 h and treated with a solution of 3-amino-6-benzyl-5,6,7,8-tetrahydro[1,6]naphthyridine (255 mg; 1.06 mmol) in DMF (5 ml). The reaction mixture was stirred at ambient temperature for 72 h then diluted with dichloromethane (100 ml). The resulting mixture was washed with water (5×25 ml), saturated brine, dried (anhydrous magnesium sulfate) and evaporated to dryness in vacuo to yield a mobile, brown oil, which on trituration under 60-80° C. petroleum ether gave a biege powder, which was collected by filtration, washed with 60-80° C. petroleum ether and dried in air. Recrystallisation from ethyl acetate 60-80° C. petroleum ether gave the title compound as a beige powder (236 mg; 49%), m.p. 214-215° C.

1. washThe resulting mixture was washed with water (5×25 ml), saturated brine
2. dry with materialdried (anhydrous magnesium sulfate)
3. customevaporated to dryness in vacuo
4. customto yield a mobile, brown oil, which on trituration under 60-80° C. petroleum ether
5. customgave a biege powder, which
6. filtrationwas collected by filtration
7. washwashed with 60-80° C. petroleum ether
8. customdried in air
9. customRecrystallisation from ethyl acetate 60-80° C. petroleum ether