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 Prepartion of Acrivastine
  • Prepartion of Acrivastine
  • (CAS NO.: ), with other name of (E)-6-[(E)-3-(1-Pyrrolidinyl)-1-p-tolylpropenyl]-2-pyridineacrylic acid, could be produced through many synthetic methods.

    Following is one of the reaction routes:

    Prepartion of Acrivastine

    A synthesis of deuterium-labeled acrivastine has been published.The reaction of 2,6-dibromopyridine (I) with butyllithium in ethyl ether gives the monolithium salt (II), which is condensed with perdeuterated 4-methylbenzaldehyde (III) in the same solvent to yield the methanol (IV). The oxidation of (IV) with pyridinium chlorochromate in dichloromethane affords the corresponding ketone (V), which is condensed with ethyl acrylate (VI) by means of palladium acetate, triphenylphosphine and tributylamine at 130 C to give 3-[6-([2H]-4-methylbenzoyl)pyridin-2-yl]acrylic acid ethyl ester (VII). The Wittig condensation of (VII) with triphenyl[2-(1-pyrrolidinyl)ethyl]phosphonium bromide (VIII) by means of butyllithium in THF affords a cis:trans mixture that is submitted to chromatography yielding the (E,E)-isomer (IX), which is finally hydrolyzed with NaOH in ethanol, at room temperature.


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