Acylation of primary or secondary amines with isocyanates gives rise to substituted ureas. In the following example, a support-bound aniline on SynPhase is acylated with an aryl isocyanate, to form a diaryl urea.
Each D-Series Lantern derivatized with an aniline (initial specified loading: 34 umol) is treated with 0.5mL of a 0.4M solution of -4trifluoromethylphenylisocyanate (220 mol, 6.5 mole equivalents) in anhydrous DCM at 35°C for 18h. The reaction is allowed to cool toroom temperature and the solution decanted.The Lanterns are washed with DCM (1×3min),DMF (3×3min) and DCM (3×3min) then airdried.
Individual Lanterns are placed inpolypropylene tubes and treated with 20% TFA/DCM for 1h.Samples are removed and the cleaved products are concentrated using a centrifugal evaporator. Samples are dissolved in 90% CH CN/H O forHPLC and ES-MS analysis.