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Reagents and conditions: (a) diisopropyl azodicarboxylate, PPh3, tert-butyl 3-hydroxypyrrolidine-1-carboxylate; (b) (i) NaOH, THF-MeOH, H2O; (ii) HATU, DIEA, MeNH2·HCl, AcCN; (c) boronic acids, Pd(PPh3)4, Cs2CO3, THF/H2O, N2, 80 °C, 2 h; (d) (i) 10% TFA/DCM; (ii) HATU, DIEA, R2COOH, AcCN; (e) H2 balloon, 10% Pd/C, MeOH; (f) (i) 10% TFA/DCM; (ii) HATU, DIEA, 5-bromothiophene-2-carboxylic acid, AcCN.
