C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/296
C07D 213/30 (2006.01) C07D 211/02 (2006.01) C07D 211/70 (2006.01)
Patent
CA 1040638
ABSTRACT OF THE DISCLOSURE A process for the preparation of 1,3,4-trimethyl-2- (3,4,5-trimethoxybenzyl) 1,2,5,6-tetrahydropyridine of formula Image (I) and its addition salts with pharmaceutically acceptable acids, for example halohydrides, which comprises in a first stage reacting 3,4,5-trimethoxybenzaldehyde of formula Image with 2-bromo-3,4-dimethylpyridine of formula Image the said reaction being effected in an inert solvent in the presence of butyl-lithium at a reaction temperature between -40°C and ambient temperature, to form as an intermediate product 3,4,5-trimethoxyphenyl-(3,4-dimethyl-2-pyridyl) carbinol of formula Image (II) which in a second stage is reacted at a temperature below 20°C with thionyl chloride, the chloride thus obtained is dissolved in glacial acetic acid and reduced with powdered zinc to form a product which is treated with methyl iodide to produce 1,3,4-trimethyl-2-(3,4,5-trimethoxybenzyl)-pyridine iodide, which is treated with sodium borohydride to produce the compound of formula I which, if desire, is converted into an acid addition salts thereof with a pharmaceutically acceptable acid, for example a halohydride.
226059
Cabiro Jorge Canals
Cartes Juan Bosch
Jarque Ricardo Granados
Peinado Fernando Rabadan
Roldan Cristobal Martinez
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