Iodine → HCID 71224278, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(4-(4-aminothieno[3,2-c]pyridin-3-yl)phenyl)-3-(3-fluorophenyl)urea (example 49 in WO2005/10009) (12.2 g, 32.2 mmol) and pyridine (75 mL) in tetrahydrofuran (250 mL) was treated with iodine (36.8 g, 145 mmol) at room temperature. The reaction mixture was heated to 50° C. for 3.5 hours, then cooled to room temperature and treated with 20% aqueous KOH (18.1 g) followed by a 10% aqueous NaHSO3 solution (134 g) added in portions. The resulting mixture was heated to 60° C., diluted with water (366 mL), cooled to room temperature, and filtered. The wet cake was dried to provide the title compound.

Provenance & Evidence