Methyl iodide → HCID 21481068, compound

Participants

Reaction Conditions

Reaction Steps

6-Methoxy-10-acetylquindoline from Example 36 (194 mg, 0.668 mmol) was suspended in CH3I (1.25 mL, 200 mmol) and heated in a pressure vessel at 150° C. with stirring for 24 h. After cooling, the resulting precipitate was filtered and dried to obtain 77 mg (27%) of the title compound as brown crystals, mp >250° C. (sublimes); 1H NMR (DMSO-d6) 9.84 (s, 1H), 8.83 (d, J=8.0, 1H), 8.56 (d, J=8.8, 1H), 8.22 (m, 1H), 8.09 (m, 1H), 7.94 (t, J=8.0, 1H), 7.79 (m, 2H), 5.07 (s, 3H), 4.17 (s, 3H), 3.06 (s, 3H); 13C NMR (DMSO-d6) δ 170.5, 150.8, 143.7, 143.1, 135.5, 132.5, 130.1, 129.3, 129.12, 129.09, 127.5, 125.1, 122.3, 117.5, 116.8, 115.2, 57.3, 47.7, 27.7; MS (LSIMS, m/z) 305 (M+).

Provenance & Evidence