Chlorosuccinimide → HCID 11483894, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl-3-(7-pyridin-3-yl-imidazo[1,2-a]pyridin-2-yl)-urea (1) (196 mg, 0.70 mmol), prepared as in Example 1, was dissolved/suspended in tetrahydrofuran (80 mL) and cooled to 0° C., (ice/water). N-chlorosuccinimide (102 mg, 0.77 mmol) was added and the mixture stirred at 0° C. for 2 h. All solids had dissolved and the reaction was complete by LCMS after this time. The solvent was removed under reduced pressure to give a residue which was purified by chromatography on silica gel (2% methanol/dichloromethane), followed by recrystallization from ethyl acetate/methanol to afford 1-(3-chloro-7-pyridin-3-yl-imidazo[1,2-a]pyridin-2-yl)-3-ethyl-urea (2) as a solid (132 mg). HRMS (EI+) calcd C15H1435ClN5O (M+) 315.0887, found 315.0882; calcd C15H1437ClN5O (M+) 317.0857, found 317.0862.

Provenance & Evidence