Potassium Carbonate → 1,1-Dimethylethyl 4-{[3-(4-cyano-2-pyridinyl)phenyl]methyl}-1-piperidinecarboxylate

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Reaction Conditions

Reaction Steps

To 2-chloro-4-pyridinecarbonitrile (416 mg, 3 mmol) was added {3-[(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)methyl]phenyl}boronic acid (958 mg, 3.00 mmol) followed by K2CO3 (1,244 mg, 9.00 mmol) and Pd(Ph3P)4 (139 mg, 0.120 mmol) in 1,4-dioxane (15 mL) and water (5 mL). The mixture was heated in a microwave oven for 30 min at 140° C. The organic layer was collected and the aqueous layer was extracted with EtOAc (3 mL). The combined organic layers were filtered, concentrated on Glas-Col, redissolved in hexane/DCM (3:1, 4 mL), loaded onto Redisep silica gel column (40 g) and purified with Combiflash chromatograph to afford 640 mg (57%) of the title compound. LC-MS m/z 378 (M+H)+.

Provenance & Evidence