Toluene → HCID 58110604, compound

Participants

Reaction Steps

To 4-chloro-1-(4-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine (36 mg, 0.14 mmol), 4-methyl-1-(4-(tributylstannyl)phenyl)-1H-imidazole (100 mg, 0.21 mmol) and Potassium carbonate (100 mg, 0.7 mmol) was added 3 ml Toluene followed by Pd(PPh3)4 (20 mg, 0.014 mmol) then heat to 120 C for 2 hrs. The reaction was worked up by cooling to RT then adding water and DCM. Extract aqueous layer 3×DCM, then dry over sodium sulfate and filter and concentrate to dryess. The residue was purified by chromatography over silica gel (eluted with DCM/MeOH 99:1 to 90:10) to provide 5.8 mg (10%) of product. 1H NMR (CDCl3 400 MHz): 8.4 (d, 1H), 8.01 (s, 2H), 7.78-7.8 (m, 1H), 7.4 (s, 2H), 7.26-7.27 (m, 3H), 6.95-7.02 (m, 3H), 6.65-6.72 (m, 1H), 5.53 (s, 1H), 3.93 (s, 3H), 2.33 (s, 3H). LCMS (MH+)=413; retention time=3.19 min.

Provenance & Evidence