Carbonate Ion → HCID 59265101, compound

Participants

Reaction Steps

To 202 mg (1.24 mmols/g) of N-cyclohexylcarbodiimide-N′-propyloxymethylpolystyrene (PS-carbodiimide), there were added 0.5 mL (0.25 mol) of an N,N-dimethylformamide solution of 6-methoxyisophthalamic acid prepared in step B, 0.75 mL (0.25M) of an N,N-dimethylformamide solution of benzotriazol-1-ol monohydrate, and 20 mg of 4-bromo-2-fluoroaniline. This mixture was agitated for 16 hours at room temperature, and then agitated for 24 hours at 60° C. To the mixture, 213 mg (2.64 mmols/g) of macroporous triethylammonium methylpolystyrene carbonate (MP-carbonate) and 0.5 mL of N,N-dimethylformamide were added, followed by agitating the mixture for 12 hours at room temperature. The polystyrene solid phase-carried reagent was separated by filtration, and washed with N,N-dimethylformamide, tetrahydrofuran, and dichloromethane in this order. Then, the filtrate and the washings were combined, and concentrated. The resulting residue was purified using a micromass spectrometer (ZMD produced by Micromass) equipped with a gradient high-performance liquid chromatograph 996-600E produced by Waters, thereby obtaining 9 mg (22%) of 3-N-(4-bromo-2-fluorophenyl)-4-methoxyisophthalamide.

Provenance & Evidence