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ChemicalBook CAS DataBase List 6-Methylnicotinic acid
3222-47-7

6-Methylnicotinic acid synthesis

11synthesis methods
6-Methylnicotinic acid is prepared by selective oxidation of 2-methyl-5-alkylpyridine, wherein the alkyl group has 2 to 8 carbon atoms, using nitric acid at a concentration of 70 to 100 weight percent HNO3, wherein 6 to 15 moles of NHO3 are used per mole of pyridine, and the reaction is carried out at a temperature range of 250 to 325*F. The reaction time is 10 to 60 minutes, and superatmospheric pressure is used to effectively maintain the reactants in the liquid phase, and 6-methylnicotinic acid is recovered from the resulting reaction mixture.
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Yield:3222-47-7 100%

Steps:

96.a a)
a) 6-methylnicotinic Acid Following the procedure of Example 1(g), except substituting methyl-6-methylnicotinate for N-(4-pyridinylmethoxycarbonyl)-L-leucine methyl ester, the title compound was prepared as a white solid (506 mg, 100%). MS (ESI): 137.9 (M+H)+.

References:

Halbert, Stacie Marie;Michaud, Evelyne;Thompson, Scott Kevin;Veber, Daniel Frank US2002/49316, 2002, A1

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