Potassium Carbonate → 2-Methyl-3-nitropyridine

Participants

Reaction Steps

Heat a mixture of 2-chloro-3-nitro-pyridine (1a-1, 7.9 g, 49.8 mmol), methylboronic acid (1.10 equiv. 54.8 mmol, 3.30 g), K2CO3 (3.0 equiv, 150 mmol, 20.7 g) and Pd(PPh3)4 (1.2 g, 1.2 mmol) to 110° C. in dioxane (250 mL) for 16 h. Allow the reaction to cool to rt, concentrate to a dark oil and flash chromatograph on SiO2 (heptane/Et2O 3:1, dilute the oil with limited quantities of CH2Cl2 to apply to the column) to give compound 2a-1 (Niu, C.; Li, J.; Doyle, T. W.; Chen, S-H. Tetrahedron, 1998, 6311-6318).

Provenance & Evidence