Water → 5-Bromo-2-methanesulfinylmethyl-pyridine

Participants

Reaction Steps

To the stirred solution of 5-Bromo-2-methylsulfanylmethyl-pyridine (1.1 gm, 5.04 mmol) in MeOH: water (10:2 mL) at 0° C. is added sodium periodate (1.08 gm, 5.046 mmol) resulting reaction mixture is stirred RT for 5 h. After completion, solvent is evaporated under reduced pressure then residue is diluted with water and extract with EtOAc (3×50 mL). The combine organic layer is dried over sodium sulphate and evaporated under reduced pressure to get crude which is purified by combi flash using 8% MeOH:DCM as eluent to afford title compound (900 mg) as off white solid. 1NMR (400 MHz, DMSO) δ: 2.56 (s, 3H), 4.11 (d, J=12.6 Hz, 1H), 4.26 (d, J=12.64 Hz, 1H), 7.36 (d, J=8.28 Hz, 1H), 8.05-8.08 (dd, J1=2.44 Hz, J2=8.28 Hz, 1H), 8.71 (d, J=2.32 Hz, 1H). LC-MS (m/z): M+H=235.9.

Provenance & Evidence