Hexachloroethane → HCID 60198273, compound

Participants

Reaction Steps

To a solution of 48 (119 mg, 0.212 mmol) and MeCN (2 mL) was added DIPEA (164 mg, 1.27 mmol) and PPh3 (99.9 mg, 0.381 mmol) and the solution was stirred for 5 min. Perchloroethane (65.1 mg, 0.275 mmol) was added and the reaction was stirred for 3 h. The reaction mixture was concentrated and partitioned between EtOAc and H2O. The organic layer was separated and the aqueous phase was extracted with EtOAc. The organic layers were combined and concentrated. The crude product was purified by reverse phase chromatography (SP4) eluting with a MeCN/H2O gradient (5-95% MeCN) to afford 50.0 mg (48.4%) of I-9: 1H NMR (400 MHz, CDCl3) δ 8.39 (s, 1H), 8.08 (s, 1H), 7.41 (t, 1H), 7.21 (dd, 1H), 7.14 (d, 1H), 6.35 (d, 1H), 5.83 (d, 1H), 4.90 (d, 1H), 4.43 (s, 2H), 4.05-3.95 (m, 3H), 3.77-3.60 (m, 2H), 3.55 (t, 2H), 2.70 (m, 2H), 2.03 (d, 2H), 1.53 (m, 2H); LCMS (ACPI-pos) m/z 488.2 (M+H)+.

Provenance & Evidence