1,1'-Carbonyldiimidazole → HCID 17751089, compound

Participants

Reaction Steps

Treat a solution of Example 4 (0.079 g, 0.18 mmol) in CH2Cl2 (8 mL) with 1,1′-carbonyldiimidazole (0.047 g, 0.29 mmol) and stir for 1 hour at room temperature under N2. Then, treat the reaction with 4-(trifluoromethyl)piperidine HCl (0.087 g, 0.46 mmol) and diisopropylethylamine (0.12 g, 0.92 mmol) and stir for 16 hours at room temperature under N2. Dilute the reaction with ethyl acetate and wash with 1N HCl and water. Dry the organic layer with Na2SO4 and remove the solvent in vacuo to afford crude product. Purify on silica with a 0 to 10% methanol in CH2Cl2 gradient on silica gel and then isocratically with 50/50 ethyl acetate/hexanes gradient on silica gel to afford 0.067 g (64%) of the titled product. Rf=0.68 (9/1 CH2Cl2/methanol). MS (m/z): 567 (M+).

Provenance & Evidence