Process of preparing 2-hydroxymethyl-3,5-dimethyl-4-methoxypyrid

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546298, 546301, 549420, 568628, 568687, 5689095, C07D21312

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056167130

ABSTRACT:
A process of preparing 2-hydroxymethyl-3,5-dimethyl-4-methoxypyridine including the steps of acylating 2-methyl-1-penten-1-alkoxy-3-one to obtain 2-alkoxycarbonyl-3,5-dimethyl-4-pyrone; ammonolyzing 2-alkoxycarbonyl-3,5-dimethyl-4-pyrone to obtain 2-alkoxycarbonyl-3,5-dimethyl-4(1H)-pyridone; halogenating 2-alkoxycarbonyl-3,5-dimethyl-4(1H)-pyridone to obtain 2-alkoxycarbonyl-4-halo-3,5-dimethylpyridine; methoxylating 2-alkoxycarbonyl-4-halo-3,5-dimethylpyridine to obtain 2-methoxycarbonyl-3,5-dimethyl-4-methoxypyridine; and reducing 2-methoxycarbonyl-3,5-dimethyl-4-methoxypyridine to obtain 2-hydroxymethyl-3,5-dimethyl-4-methoxypyridine.

REFERENCES:
patent: 5066810 (1991-11-01), Baumann
Xue, T. et al, Huaxue Xuebao, 1986, 44(11), pp. 1129-1133.
Bobosik, V., et al, Monatsh. Chem. 1995, 126(6/7), pp. 747-752.
Kontoghiorghes, G.J. et al, Inorg. Chim. Acta, 1987, 136, pp. L11-L12.

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