Tag: SYNTHESIS

Reduction of Undecylinic acid to Undecanoic acid using NaBH4-Ni in water In a 3 Lt four necked round bottom flask equipped with a mechanical stirrer, 250 mL dropping funnel, thermometer and inlet port open to the atmosphere on a water bath was charged under stirring distilled water(1200 mL), sodium hydroxide (88 g, 2.2 mol), undecylinic… Continue reading Reduction of a double bond using NaBH4-Ni in water

Imatinib Systematic (IUPAC) name 4-[(4-methylpiperazin-1-yl)methyl]-N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)benzamideImatinib (originally STI571) is a drug used to treat certain cancers. It is marketed byNovartis as Gleevec (USA) or Glivec (Europe/Australia/Latin America) as its mesylatesalt, imatinib mesilate (INN). Imatinib is the first of a new class of drugs that act by specifically inhibiting a certainenzyme – a receptor tyrosine kinase – that is characteristic of a particular cancer cell, rather than non-specifically inhibiting and killing all rapidly dividing cells. Imatinib… Continue reading IMATINIB

  As an example of research aimed at industrial production one involving imatinib. This cancer drug was one of the first offspring of rational drug design . A group of Northwest University researchers set out to improve the existing Novartis procedure DOI and here is how they did it. 2-acetylpyridine (1) was alkylated with the acetal of N,N-dimethylformamide 2 to enamine 3. A pyrimidine ring in 5was formed with base and reagent guanidine… Continue reading IMATINIB SYNTHESIS

    CETRIZINE BY Reiter, Trinka, Bartha ,Pongo, Volk, Simig DOI Synthetic scale: 50 – 150 Kg Step 1: 4-chlorobenzophenoneorganic reduction (sodium borohydride), methyltrioctylammonium chloride phase-transfer catalyst(toluene/water) Step 2: thionyl chloride chlorination(toluene) Step 3: N-(2-hydroxyethyl)piperazineamine alkylation (toluene) Step 4: free amine liberation NaOHwater/ toluene Step 5: 2-chloro-N,Ndimethylacetamide O-alkylation(toluene), HCl workup Step 6: Amide hydrolysis, NaOH / water Features: single solvent system toluene/water.