Pyridine → HCID 136384919, compound

Participants

Reaction Steps

To a stirring solution of Example 56 (0.080 g, 0.189 mmol) and pyridine (0.122 mL, 1.512 mmol) in dichloromethane was added methanesulfonyl chloride (0.017 mL, 0.227 mmol) dropwise over 5 minutes and the resulting reaction mixture stirred for 12 hours. The solution was concentrated in. vacuo and purified by flash chromatography on SiO2 eluting with a 0-100% ethyl acetate/hexane gradient yielding the title compound (0.079 g, 84% yield) as a light yellow solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.85 (m, 2H) 1.15 (m, 1H) 1.26 (m, 4H) 1.47 (m, 3H) 1.57 (s, 3H) 1.72 (m, 2H) 2.14 (m, 1H) 2.31 (m, 1H) 3.08 (s, 3H) 7.53 (m, 1H) 7.61 (dd, J=11.77, 2.21 Hz, 1H) 8.15 (d, J=7.35 Hz, 1H) 10.25 (s, 1H) 13.83 (s, 1H). MS (ESI+) m/z=516 (M+H)+.

Provenance & Evidence