Carbon tetrabromide → HCID 58346481, compound

Participants

Reaction Steps

To a stirring solution of 2-{6-[(3-chloro-4-fluorophenyl)amino]-4,5-dihydro-2H-pyrimido[5′,4′:4,5]thieno[2,3-e]indazol-2-yl}ethanol (11.4 g, 27.4 mmol) in CH2Cl2 (240 mL) were added triphenylphosphine (13.5 g, 48.0 mmol) and carbon tetrabromide (17.0 g, 48 mmol). The mixture was stirred at room temperature for 1.5 h, and the solvent was then removed under reduced pressure. The crude residue was purified via flash chromatography (1:1 hexanes/EtOAc) to afford the desired product (4.0 g, 30%) as an off-white solid. 1H-NMR (CDCl3) δ 3.05 (t, 2H), 3.27 (t, 2H), 3.66 (s, 2H), 4.40 (t, 2H), 6.93 (s, 1H), 7.05 (t, 1H), 7.34-7.40 (m, 1H), 7.44 (s, 1H), 7.78 (dd, 1H), 8.40 (s, 1H); LCMS RT=3.81 min; [M+H]+=478.2, 480.2.

Provenance & Evidence