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 Synthesis of Tifluadom
  • Synthesis of Tifluadom
  • Tifluadom (CAS NO.: ), with its systematic name of 3-carboxamide, N-((5-(2-fluorophenyl)-2,3-dihydro-1-methyl-1H-1,4-benzodiazepin-2-yl)methyl)-, could be produced through many synthetic methods.

    Following is one of the reaction routes:

    Synthesis of Tifluadom

    The cyclization of N1-(2-fluorobenzoyl)-N2-methyl-N2-phenyl-2-hydroxy-1,3-diaminopropane (I) with refluxing POCl3 gives 1-methyl-2-chloromethyl-5-(2-fluorophenyl)-1H-2,3-dihydro-1,4-benzodiazepine (II), which by condensation with potassium phthalimide (III) in refluxing methanol yields the corresponding phthalimido derivative (IV). The cleavage of (IV) with hydrazine in refluxing ethanol affords 1-methyl-2-aminomethyl-5-(2-fluorophenyl)-1H-2,3-dihydro-1,4-benzodiazepine (V), which is finally condensed with thiophene-3-carbonyl chloride (VI) by means of triethylamine in methylene chloride.


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