Reacción #11190

Ecuación de reacción

Bromide

6-(3-Bromopropyl)-9-hydroxy-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

methylamine

→

amine

Rendimiento 61.2%

9-Hydroxy-6-[3-(methylamino)propyl]-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

Rendimiento 61.2%

Disolventes

dimethylsulfoxide

Condiciones de reacción

Procedimiento

Bromide (204) (40 mg, 0.09 mmol) prepared as described in example 173 was reacted with aqueous methylamine solution (10 mol equiv.) according to the procedure described in example 179 except that the reaction was performed in dimethylsulfoxide at room temperature for 3 h, to give amine (214) (22 mg, 61%) as an orange/yellow powder, mp 265–268° C. 1H NMR δ [(CD3)2SO] 9.33 (br s, 1H), 8.41 (d, J=2.5 Hz, 1H), 7.80 (s, 1H), 7.64 (m, 2H), 7.57 (d, J=8.8 Hz, 1H), 7.47 (m, 3H), 7.14 (dd, J=8.8, 2.5 Hz, 1H), 4.51 (t, J=6.8 Hz, 2H), 2.40 (t, J=6.5 Hz, 2H), 2.20 (s, 3H), 1.88 (m, 2H). FABMS found [M+H]+:400.1659. C24H22N3O3 requires 400.1661.

Fuente