Dimethyl Sulfate → HCID 57974577, compound

Participants

Reaction Steps

Ethyl 4-chloro-2-nitropyridin-3-yl-carbamate (350 mg, 1.4 mmol) was dissolved in acetone and potassium carbonate (280 mg, 2 mmol) was added followed by dimethyl sulfate (161 μL, 1.7 mmol). The reaction mixture was heated to reflux for 5 hours, cooled at room temperature, diluted with water and extracted with DCM. The organic layer was dried and evaporated to afford the title compound (340 mg, 93%). 1H-NMR (δ, ppm, DMSO-d6): 1.02+1.25 (t+t, rotamers, 3H, CH3,Et), 3.14+3.19 (s+s, rotamers, 3H, NCH3), 4.05+4.14 (q+q, rotamers, 2H, CH2,Et), 8.21 (d, 1H, HPy,5, J=5.70 Hz), 8.60 (d, 1H, HPy,6, J=5.20 Hz). LC-MS (m/z): 259 (M+H, 100).

Provenance & Evidence