Toluene → HCID 66604706, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromopyrimidine (250 g, 1.572 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 402.16 (M+H)+. 1H NMR (DMSO-d6) δ ppm 11.76 (s, 1H), 9.35 (s, 1H), 9.01 (d, 1H, J=1.5), 8.95 (d, 2H, J=4.9), 8.43 (s, 1H), 8.34 (d, 1H, J=7.9), 7.82 (s, 1H), 7.58 (s, 1H), 7.45 (t, 1H, J=4.7), 7.26(dd, 1H, J=8.0, 1.5), 3.7-3.5 (bm, 8 H).

Provenance & Evidence