Sodium Carbonate → 5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1''-tert-butoxycarbonyl-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-chloro-1″-tert-butoxycarbonyl-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1′-cyclobutane-3′,4″-piperidine] (0.10 g), 1-methanesulfonyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,2,3,6-tetrahydro-pyridine (0.10 g), 2 M aqueous Na2CO3 solution (0.37 mL), and 1,4-dioxane (2 mL) is sparged with argon for 10 min. Tetrakis(triphenylphosphine)palladium(0) (20 mg) is added and the mixture is stirred in a microwave oven at 150° C. for 1.5 h. After cooling to room temperature, water and methanol are added and the resulting mixture is filtered. The filtrate is concentrated and the residue is chromatographed on reversed phase (HPLC, methanol/water) to give the title compound. LC (method 2): tR=1.63 min; Mass spectrum (ESI+): m/z=490 [M+H]+.

Provenance & Evidence