反应详情

A solution of benzyl chloroformate (1.1 equiv.) in THF (1.85 M) was slowly added to a solution of 3-amino-4-chloropyridine (1.0 equiv.) and pyridine (1.5 equiv.) in THF (1.0 M) and stirred at rt for 3.5 hours (formation of a precipitate over time). The reaction was quenched with H2O (100 mL), extracted with EtOAc (200 mL), washed with NaCl(sat.) (75 mL), dried over MgSO4, filtered and the volatiles were removed in vacuo. The product precipitated from a mixture of hexane/EtOAc yielding benzyl 4-chloropyridin-3-ylcarbamate (34%). LCMS (m/z): 263.1 (MH+); LC Rt=2.33 min.

1. customThe reaction was quenched with H2O (100 mL)
2. extractionextracted with EtOAc (200 mL)
3. washwashed with NaCl(sat.) (75 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customthe volatiles were removed in vacuo
7. customThe product precipitated from a mixture of hexane/EtOAc