Sodium Carbonate → HCID 67990225, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-(5-bromo-2,3-dihydro-benzofuran-2-yl)-piperidine-1-carboxylic acid isopropyl ester (37 mg) and 3-cyanophenylboronic acid (18 mg) in N,N-dimethyl-formamide (2 mL) a 2 M aqueous Na2CO3 solution (0.125 mL) is added. The mixture is sparged with argon and PdCl2[1,1′-bis(diphenylphosphino)-ferrocene]*CH2Cl2 complex (8.2 mg) is added. The resulting mixture is stirred over night at 90° C. After cooling to room temperature, the mixture is filtered through basic alumina, washed with DMF/MeOH (9:1) and concentrated. The residue is purified by preparative HPLC (eluent water (+0.1% TFA)/MeOH) to yield the desired product. HPLC (method 8): tR=1.95 min; Mass spectrum (ESI+): m/z=391 [M+H]+.

Provenance & Evidence