反应详情

To solution of (5-bromo-2-ethyl-pyridin-3-yl)-isopropylidene-amine (Stage 162.1.2, 1.17 mmol) in dichloromethane (25 ml) was added AcOH (0.25 ml) and sodium triacetoxyborohydride (3.51 mmol). The reaction mixture was stirred for 4 h at rt. The RM was quenched with aqueous NaHCO3 and extracted with dichloromethane (2×). The combined organic layers were washed with saturated aqueous NaHCO3, with brine, dried over Na2SO4, filtered and evaporated. The residue was absorbed on silica gel and eluted (CH2Cl2/MeOH 0% to 3%). The fractions containing the product were purified by preparative HPLC. The fractions containing pure product were basified with NaHCO3, concentrated and extracted with EtOAc (3×). The combined organic layers were dried over Na2SO4, filtered and evaporated to the title compound as an oil (HPLC: tR 2.40 min (Method A); M+H=243, 245 MS-ES).

1. customThe RM was quenched with aqueous NaHCO3
2. extractionextracted with dichloromethane (2×)
3. washThe combined organic layers were washed with saturated aqueous NaHCO3, with brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. customevaporated
7. customThe residue was absorbed on silica gel
8. washeluted (CH2Cl2/MeOH 0% to 3%)
9. additionThe fractions containing the product
10. customwere purified by preparative HPLC
11. additionThe fractions containing pure product
12. concentrationconcentrated
13. extractionextracted with EtOAc (3×)
14. dry with materialThe combined organic layers were dried over Na2SO4
15. filtrationfiltered
16. customevaporated to the title compound as an oil (HPLC: tR 2.40 min (Method A); M+H=243, 245 MS-ES)