反应详情

温度

20 °C

A mixture of Intermediate 19 (0.300 g) and N,N-diisopropylethylamine (0.372 ml) in N,N-dimethylformamide (5 ml) was treated with 3-fluorobenzyl bromide (0.295 g). The solution was stirred at 20° C. under nitrogen for 24 h. The mixture was partitioned between dichloromethane (10 ml) and saturated aqueous potassium carbonate (10 ml). The phases were separated and the organic phase applied to an ion exchange cartridge (10 g Isolute SCX, prewashed with methanol). The SCX cartridge was eluted with methanol (40 ml) followed by 10% 0.880 ammonia in methanol (40 ml) and the appropriate fractions were concentrated in vacuo. The residue was dissolved in methanol (2 ml) and treated with aqueous 2N sodium hydroxide (2 ml). The solution was stirred at 20° C. for 24 h. The mixture was partitioned between dichloromethane (15 ml) and water (20 ml). The aqueous extract was washed with dichloromethane (15 ml) and the combined organic extracts concentrated to give the title compound as a colourless gum (0.150 g).

1. customThe mixture was partitioned between dichloromethane (10 ml) and saturated aqueous potassium carbonate (10 ml)
2. customThe phases were separated
3. washThe SCX cartridge was eluted with methanol (40 ml)
4. concentrationthe appropriate fractions were concentrated in vacuo
5. dissolutionThe residue was dissolved in methanol (2 ml)
6. additiontreated with aqueous 2N sodium hydroxide (2 ml)
7. stirringThe solution was stirred at 20° C. for 24 h
8. customThe mixture was partitioned between dichloromethane (15 ml) and water (20 ml)
9. extractionThe aqueous extract
10. washwas washed with dichloromethane (15 ml)
11. concentrationthe combined organic extracts concentrated