Iodoethane → HCID 86700239, compound

Participants

Reaction Steps

To a solution of crude (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(piperazin-1-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)acetate (˜0.144 mmol) in DMF (1.5 mL) was added cesium carbonate (0.094 g, 0.288 mmol), followed by iodoethane (12.6 μL, 0.158 mmol). Reaction mixture was stirred for 1 h, then more iodoethane (5 μL) was added and reaction mixture stirred for 2 h. LC/MS showed incomplete reaction, so more iodoethane (5 μL) was added and reaction mixture stirred overnight. Reaction mixture was diluted with ethyl acetate, washed with 5% lithium chloride solution (2×), brine, dried (MgSO4), filtered, concentrated and purified by CombiFlash (0 to 10% MeOH/CH2Cl2) to give product. LCMS-ESI+: calc'd for C33H40ClN4O3S: 607.2 (M+H+); Found: 607.3 (M+H+).

Provenance & Evidence