Lithium Carbonate → HCID 59153175, compound

Participants

Reaction Conditions

Reaction Steps

Add lithium carbonate (24 mg, 324 μmol) to 1-(3-bromo-2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (70 mg, 270 μmol) and N-(4-(iodomethyl)benzyl)-1-methyl-1H-imidazole-4-carboxamide (106 mg, 297 μmol) in anhydrous dimethylformamide (4 mL). Warm the reaction mixture to 50° C. and stir for 1.5 hrs. Add additional N-(4-(iodomethyl)benzyl)-1-methyl-1H-imidazole-4-carboxamide (20 mg, 56 μmol) and stir for 1 hr at 50° C. Add additional lithium carbonate (24 mg, 324 μmol) and N-(4-(iodomethyl)benzyl)-1-methyl-1H-imidazole-4-carboxamide (20 mg, 56 μmol) and stir overnight at 50° C. Cool the reaction mixture to room temperature and quench with water. Extract the aqueous mixture with ethyl acetate (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate. Purify the residue by reverse phase HPLC using gradient 90/10 to 20/80 (water/0.1% trifluoroacetic acid)/acetonitrile as eluent to give the title compound (22 mg, 45 μmol). MS (m/z): 487 (M+1).

Provenance & Evidence