反应详情

Crude 4-bromo-2-(bromomethyl)pyridine was dissolved in N,N-dimethylformamide (3.000 mL), and mixture was cooled on an ice bath followed by the portion wise addition of methylsulfanylsodium (2.037 g, 29.07 mmol). Reaction mixture was left to stir for 10 minutes. The mixture was diluted with ethyl acetate, organic layer was washed with water and brine. Organic layer was extracted, dried over MgSO4 and concentrated in vacuo to a solid. Residue was purification by silica gel column chromatography loaded with dichloromethane and eluted with 50% diethylether/petroleum ether. Product fractions were combined and concentrated in vacuo to give the sub-titled product (0.8 g, 12.6%). 1H NMR (400.0 MHz, DMSO-d6) δ 2.25 (s, 3H), 3.80 (s, 2H), 7.4 (d, 1H), 7.6 (s, 1H), 8.4 (d, 1H); LC/MS m/z 220.1 [M+H]+.

1. temperaturemixture was cooled on an ice bath
2. customReaction mixture
3. waitwas left
4. washwas washed with water and brine
5. extractionOrganic layer was extracted
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo to a solid
8. custompurification by silica gel column chromatography
9. washeluted with 50% diethylether/petroleum ether
10. concentrationconcentrated in vacuo