Methyl iodide → 3-(Acetamidomethyl)-1-methylpyridin-1-ium iodide

Participants

Reaction Steps

To a solution of N-(pyridin-3-ylmethyl)acetamide (13.89 g, 92 mmol) in DCM at 0° C. was added methyl iodide (8.10 mL, 129 mmol). The cooling bath was removed after 10 min and the solution was stirred at rt for 19 h, whereupon it was concentrated in vacuo and used as crude in step 3. LCMS: Rt=0.18 min, m/z=164.9 (M+) Method 2m_acidic. 1H NMR (400 MHz, DMSO-d6) δ 8.91-8.87 (m, 2H) 8.58 (brs, 1H) 8.42 (d, J=8.0 Hz, 1H) 8.09 (t, J=7.0 Hz, 1H) 4.43 (d, J=5.9 Hz, 2H) 4.35 (s, 3H) 1.92 (s, 3H).

Provenance & Evidence