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0 °C

Methanesulfonyl chloride (5.85 g, 51.0 mmol) was added to a stirred, cooled 0° C. mixture of [5-bromo-2-(methylthio)pyrimidin-4-yl]methanol (INTERMEDIATE 1, 10 g, 42.5 mmol) in CH2Cl2 (200 mL), followed by addition of Et3N (6.46 g, 63.8 mmol). The mixture was stirred at 0° C. for 30 minutes. TLC showed no starting material left. The mixture was quenched with water (30 mL) and the mixture was washed with more water (50 mL). The organic portion was washed with brine (saturated, 50 mL), dried (Na2SO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography, eluting with EtOAc/hexane (3/7) to give the title compound as a colorless solid. 1H NMR (CDCl3, 500 MHz) δ 8.61 (s, 1H), 5.38 (s, 2H), 3.21 (s, 3H), 2.60 (s, 3H).

1. waitleft
2. customThe mixture was quenched with water (30 mL)
3. washthe mixture was washed with more water (50 mL)
4. washThe organic portion was washed with brine (saturated, 50 mL)
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by column chromatography
9. washeluting with EtOAc/hexane (3/7)