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Paper | Regular issue | Vol 36, No. 2, 1993, pp.323-328
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6197
Demethylation of Methoxypyridines with Sodium Trimethylsilanethiolate

Min-Jen Shiao,* Wei-Shen Ku, and Jih Ru Hwu

*Institutue of Chemistry, Academia Sinica, 128, Yan-Chiu-Yuan Road, Sec II, Nankang, Taipei,11529, Taiwan, R.O.C.

Abstract

Demethylation of methoxypyridines was accomplished in 55-87% yield by use of ~1.5-2.5 equivalents of NaSSiMe3 in 1,3-dimethyl-2-imidazolidinone at 120-180 °C. This method was found applicable to a methoxyquinoline and methoxypyridines containing a second substituent, such as Cl, OMe, and COOMe.