Toluene → HCID 66604774, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromopyridine (0.1 mL, 1.025 mmol), 7-(morpholine-4-carbonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole-1-carboxamide 429A (140 mg, 0.125 mmol), Pd(Ph3P)4 (76 mg, 0.066 mmol) and Na2CO3 (2M) (0.8 mL, 1.600 mmol) were mixed with toluene (2 mL) and MeOH (1 mL) in a sealed microwave tube. The mixture was degassed and heated at 100° C. for 12 hrs. The mixture was concentrated and purified using preparative HPLC to give titled product. MS (ESI) m/z 401.16 (M+H)+. 1H NMR (DMSO-d6) δ ppm 11.66 (s, 1H), 9.13 (d, 1H, J=1.5), 8.73 (d, 1H, J=4.8), 8.71 (d, 1H, J=1.5), 8.40 (s, 1H), 8.33 (d, 1H, J=8.0), 8.21 (d, 1H, J=8.0), 7.95 (td, 1H, J=7.8, 1.8), 7.83 (s, 1H), 7.57 (s, 1H), 7.37 (m, 1H), 7.27(dd, 1H, J=8.1, 1.5), 3.7-3.5 (bm, 8 H).

Provenance & Evidence