Ammonium Chloride → HCID 86689253, compound

Participants

Reaction Steps

A solution of n-BuLi (1.6 M in hexane; 0.174 ml, 0.278 mmol, Aldrich) was added dropwise to a solution of 3-bromopicolinonitrile (50.9 mg, 0.278 mmol, Alfa Aesar) in THF (5 ml) at −95° C. After 2 min a solution of N-(7-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-ylidene)-2-methylpropane-2-sulfinamide (100 mg, 0.232 mmol, example x) in THF (3 mL) was added. After 5 min aqueous, saturated NH4Cl solution was added and the reaction mixture was allowed to warm to rt. EtOAc was added, the organic phase was separated and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel (20-100% EtOAc/hexanes). The title compound was obtained as a yellow solid (38 mg, 0.088 mmol). MS m/z=432.8 [M+H]+. Calculated for C18H9BrClFN4O: 431.65.

Provenance & Evidence