pyridine-2-carboxylic acid; sodium 4-picolinate T=39.85°C; Oxidation; pH=6.1; Activation energyKinetics; Further Variations:pH-valuesTemperatures;

1: dicyclohexylcarbodiimide, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 2: imidazole / dimethylformamide / 6 h / ice-water bath 3: 92 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 4: 86 percent / BF3*Et2O / 4 h / -25 - -18 °C 5: 100 percent / n-Bu4NF*3H2O / tetrahydrofuran / 1.5 h / -21 - -17 °C 6: 846 mg / CrO3, pyridine / CH2Cl2 / 0.5 h / Ambient temperature 7: NH3 / methanol / 20 h / Ambient temperature 8: 82 percent / TFA / H2O / 5 h / Ambient temperature View Scheme

1: aq. NaHCO3 / acetone / 3 h / 50 °C 2: 2.00 g / pyridine / 16 h / 50 °C View Scheme

1: dicyclohexylcarbodiimide, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 2: imidazole / dimethylformamide / 6 h / ice-water bath 3: 92 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 4: 86 percent / BF3*Et2O / 4 h / -25 - -18 °C 5: 100 percent / n-Bu4NF*3H2O / tetrahydrofuran / 1.5 h / -21 - -17 °C 6: 846 mg / CrO3, pyridine / CH2Cl2 / 0.5 h / Ambient temperature 7: NH3 / methanol / 20 h / Ambient temperature View Scheme

1: dicyclohexylcarbodiimide, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 2: imidazole / dimethylformamide / 6 h / ice-water bath 3: 92 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 4: 86 percent / BF3*Et2O / 4 h / -25 - -18 °C 5: 100 percent / n-Bu4NF*3H2O / tetrahydrofuran / 1.5 h / -21 - -17 °C View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1: 40 &deg;C<br />2: acetic acid / methanol / 1 h / 20 &deg;C<br />3: hydrogen; hydrochloric acid / palladium(II) hydroxide on carbon / dioxane; H₂O / 20 &deg;C / pH 1 / atmospheric pressure<br /> <br /> &nbsp;