合成路线:Rufinamide has been obtained by several related ways:1) Cyclization of 2,6-difluorobenzyl azide (I) with 2-propynoic acid (II) in hot toluene gives 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid (III),which is treated with refluxing SOCl2 to yield the corresponding acyl chloride (IV).Finally,this compound is treated with aqueous concentrated NH4OH.2) Cyclization of 2,6-difluorobenyzl azide (I) with 2-chloroacrylonitrile (V) in hot water or n-heptane gives 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carbonitrile (VI),which is treated with NaOH in hot toluene/water.3) Esterification of 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid (III) with methanol/H2SO4 gives the corresponding methyl ester (VII),which is treated with NH3 in hot methanol.
参考文献标题:Process for preparing 1-substd.4-cyano-1,2,3-triazoles
文献作者:Portmann,R.(Novartis AG)
参考来源:WO 9802423
合成路线:Rufinamide has been obtained by several related ways:1) Cyclization of 2,6-difluorobenzyl azide (I) with 2-propynoic acid (II) in hot toluene gives 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid (III),which is treated with refluxing SOCl2 to yield the corresponding acyl chloride (IV).Finally,this compound is treated with aqueous concentrated NH4OH.2) Cyclization of 2,6-difluorobenyzl azide (I) with 2-chloroacrylonitrile (V) in hot water or n-heptane gives 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carbonitrile (VI),which is treated with NaOH in hot toluene/water.3) Esterification of 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid (III) with methanol/H2SO4 gives the corresponding methyl ester (VII),which is treated with NH3 in hot methanol.
参考文献标题:Crystal modification of 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide and its use as antiepileptic
文献作者:Burkhard,A.; Szelagiewicz,M.; Hofmeier,U.C.; Portmann,R.; Scherrer,W.(Novartis AG)
参考来源:WO 9856772; WO 9856773
合成路线:Rufinamide has been obtained by several related ways:1) Cyclization of 2,6-difluorobenzyl azide (I) with 2-propynoic acid (II) in hot toluene gives 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid (III),which is treated with refluxing SOCl2 to yield the corresponding acyl chloride (IV).Finally,this compound is treated with aqueous concentrated NH4OH.2) Cyclization of 2,6-difluorobenyzl azide (I) with 2-chloroacrylonitrile (V) in hot water or n-heptane gives 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carbonitrile (VI),which is treated with NaOH in hot toluene/water.3) Esterification of 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid (III) with methanol/H2SO4 gives the corresponding methyl ester (VII),which is treated with NH3 in hot methanol.
参考文献标题:Rufinamide
文献作者:Leeson,P.A.; Sorbera,L.A.; Rabasseda,X.; Castar,J.
参考来源:Drugs Fut 2000,25(11),1145
产品链接: CAS No. 106308-44-5››