反应详情

To an ice-cold solution of methyl 5-bromopyrimidine-2-carboxylate (10 g, 46.1 mmol) in Et2O (200 mL) was added drop wise methyl magnesium bromide (3.0 M in Et2O, 61.4 mL, 184 mmol) over 30 min. The reaction mixture was slowly warmed up to RT and continued to stir for 2 h. The mixture was quenched with saturated NH4Cl solution at 0° C. and the organic layer separated from the biphasic solution. The aqueous layer was re-extracted with EtOAc (2×250 mL). The combined organic layers were washed with brine solution, dried over Na2SO4, filtered and evaporated in vacuo. The crude residue was purified over silica eluting with 20% EtOAc:hexane to obtain i (6.0 g, 62%). 1HNMR (DMSO-d6, 400 MHz): δ 8.97 (s, 2H), 5.15 (s, 1H) and 1.47 (s, 6H).

1. customThe mixture was quenched with saturated NH4Cl solution at 0° C.
2. customthe organic layer separated from the biphasic solution
3. extractionThe aqueous layer was re-extracted with EtOAc (2×250 mL)
4. washThe combined organic layers were washed with brine solution
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customevaporated in vacuo
8. customThe crude residue was purified over silica eluting with 20% EtOAc
9. customhexane to obtain i (6.0 g, 62%)