Chlorosuccinimide → HCID 67260717, compound

Participants

Reaction Conditions

Reaction Steps

To a reaction vial was added 1-benzyl-3-ethyl-1H-indazol-4-amine (20.0 mg, 0.0796 mmol) (prepared as in Example 2, steps A-B), N-chlorosuccinimide (12.8 mg, 0.0955 mmol) and acetonitrile (0.4 mL). The reaction vial was sealed and heated, with magnetic stirring, at 60° C. for 4 hours. The mixture was stirred at ambient temperature for 16 hours. The solvent was removed under a stream of nitrogen. The resulting material was purified using preparative thin layer chromatography on silica, eluting with 5% methanol in chloroform containing 0.5% ammonium chloride solution. The desired mono-chlorination product, 1-benzyl-5-chloro-3-ethyl-1H-indazol-4-amine (MS, APCI, m/z=286.1, M+H) was isolated as lower eluting component (8.7 mg).

Provenance & Evidence