Sodium Iodide → HCID 58346500, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring solution of 2-(2-bromoethyl)-N-(3-chloro-4-fluorophenyl)-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-6-amine (100 mg, 0.2 mmol) in DMF solution (5 mL) were sequentially added 1-methyl-piperazine (0.03 mL, 0.31 mmol), sodium iodide (31.3 mg, 0.21 mmol), and sodium carbonate (44.3 mg, 0.42 mmol). The mixture was stirred at 60° C. for 4 h, after which time the contents were allowed to cool to rt and the solvent then removed under reduced pressure. The crude product was purified via reverse phase HPLC to afford the desired product (66 mg, 63%) as a white solid. 1H-NMR (CD3OD) δ 2.25 (s, 3H), 2.40-2.60 (m, 8H), 2.76 (t, 2H), 2.95 (t, 2H), 3.28 (t, 2H), 4.17 (t, 2H), 7.10 (t, 1H), 7.45-7.50 (m, 1H), 7.69 (s, 1H), 7.84 (dd, 1H), 8.42 (s, 1H); LCMS RT=2.46 min; [M+H]+=498.2.

Provenance & Evidence