Cesium carbonate → n-Pyridin-3-yl-n-{1-[4'-(pyrrolidin-1-ylsulfonyl)biphenyl-2-yl]ethyl}pyridin-3-amine

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Reaction Conditions

Reaction Steps

In 0.5-2 mL microwave vial with stirbar was placed crude product N-(1-(2-bromophenyl)ethyl)-N-(pyridin-3-yl)pyridin-3-amine (3-2) (0.030 g, 0.08 mmol), 1-[4-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonyl]pyrrolidine (0.040 g, 0.12 mmol), Pd (dppf) Cl2 dichloromethane adduct (0.013 g, 0.0 16 mmol), Cs2CO3 (1 M aq. solution, 0.5 mL, 0.5 mmol) and THF (0.5 mL). The vial was sealed and heated in microwave to 160° C. for 10 min. The organic phase was filtered through packed celite, concentrated and dried. Reverse phase chromatography yielded a TFA salt Analytical LCMS: single peak (214 nm), 2.426 min. 1H NMR (300 MH, CDCl3): δ 9.00 (s, 1 H), 8.65 (s, 1 H), 8.35 (d, J=5.1 Hz, 1 H), 8.17-8.25 (m, 2 H), 7.75-7.82 (m, 4 H), 7.56-7.7.67 (m, 4 H), 7.45-7.47 (m, 2 H), 7.28-7.31 (m, 1 H), 6.20 (q, J=6-6 Hz, 1 H), 3.19-3.24 (m, 4 H), 2.07 (d, J=6.6 Hz, 3 H), 1.76-1.80 (m, 4 H). m/e (m+1): 485.1.

Provenance & Evidence