Dichloromethane → HCID 68814959, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 3 of example 3. Thus, 3-benzyl-5-bromo-1,2-dimethyl-1H-indole (1.453 g, 4.624 mmol) was reacted with aqueous 2M K2CO3 (4.6 ml), 4-methoxyphenylboronic acid (0.843 g, 5.549 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.076 g, 0.092 mmol) in dioxane (46 ml) to give the product (0.419 g, 1.227 mmol, 27%) as a solid, mp 139-141° C. 1H NMR (DMSO-d6) δ 2.40 (s, 3H), 3.67 (s, 3H), 3.76 (s, 3H), 4.06 (s, 2H), 6.97 (d, J=8.9 Hz, 2H), 7.08-7.12 (m, 1H), 7.19-7.24 (m, 4H), 7.29 (dd, J=1.8, 8.6 Hz, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.51 (d, J=8.9 Hz, 2H), 7.55 (d, J=1.5 Hz, 1H); [ESI(+)], m/z 342 (M+H)+.

Provenance & Evidence