To PS-EDC (0.068 g; 0.1 mmol; 1.42 mmol/g) was added a solution of HOAt (0.01 mmol in 0.8 ml (THF:DCM, 1:1)) followed by the addition of 3-bromo-2-methyl-benzoic acid (0.011 g; 0.05 mmol) in 1:3 NMP:THF (0.25 ml) and then [2-methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine D5 (0.011 g 0.05 mmol) in DCM (0.25 ml). The reaction was allowed to mix for 60 h. Following this PS-isocyanate (0.068 g, 0.1 mmol, 1.5 mmol/g) and PS—CO3 (0.068 g, 0.1 mmol, 1.5 mmol/g) were added and allowed to mix for another 24 h. The reaction mixture was filtered and passed through an SCX block (500 mg) (pre-wetted with DCM). The content of the Robbins block was washed with more solvent (DCM:THF, 1:1) and allowed to pass through the SCX which was then washed with DCM (2 ml×2) and methanol (2 ml×2). The SCX was then eluted with 0.5M ammonia in methanol and the product containing eluent evaporated to afford the title product (17.4 mg; 84%). Mass Spectrum (Electrospray LC/MS): Found 414 (MH+). C22H2779BrN2O requires 415; Ret. time 2.64 min*
