反应详情

A solution of 7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (intermediate 4, 200 mg, 0.960 mmol) in MeCN (5 ml) was treated with N-chlorosuccinimide (145 mg, 1.086 mmol), stirred for 20 h. The reaction mixture was concentrated; the residue was treated with Et2O and EtOAc, washed with water (2×) and brine, dried over Na2SO4, filtered and concentrated. The crude material was purified by normal phase chromatography (12 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100) the product containing fractions were concentrated. The residue was dissolved in EtOAc, washed twice water (2×) and brine, dried over Na2SO4, filtered and concentrated to give the title compound as a pale yellow oil. (UPLC-MS 1) tR 0.68 min; ESI-MS 243.1 [M+H]+.

1. concentrationThe reaction mixture was concentrated
2. additionthe residue was treated with Et2O and EtOAc
3. washwashed with water (2×) and brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated
7. customThe crude material was purified by normal phase chromatography (12 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100) the product
8. additioncontaining fractions
9. concentrationwere concentrated
10. dissolutionThe residue was dissolved in EtOAc
11. washwashed twice water (2×) and brine
12. dry with materialdried over Na2SO4
13. filtrationfiltered
14. concentrationconcentrated