Potassium Iodide → HCID 66674804, compound

Participants

Reaction Steps

To a suspension of 4-methyl-3-(1-((R)-1,1,1-trifluoropropan-2-yloxy)phthalazin-6-yl)benzenamine (1.49 g, 4.30 mmol) in 14 mL of 6N HCl at 0° C. was added sodium nitrite (593 mg, 8.59 mmol) in 8 mL of water drop wise. After 20 min at 0° C., a solution of potassium iodide (2.14 g, 12.89 mmol) in 6 mL of water was added slowly. After the brown heterogeneous mixture was stirred at RT for 1 h, it was extracted twice with DCM. The combined DCM layers were washed with 1 N NaOH followed by sat. sodium thiosulfate, dried and concentrated. The brown residue was purified on an ISCO 40 g column (25-55% EtAc in Hexanes) to provide 6-(5-iodo-2-methylphenyl)-1-((R)-1,1,1-trifluoropropan-2-yloxy)phthalazine (73% yield, 1.44 g) as an off-white amorphous solid. MS (ESI, pos. ion) m/z: 459.0 (M+1).

Provenance & Evidence