合成路线:The reaction of N-(benzyloxycarbonyl)-D-proline (I) with oxalyl chloride in dichloromethane/DMF gives the corresponding acyl chloride (II),which is condensed with 5-bromoindole (III) by means of ethylmagnesium bromide in ether yielding 3-(N-benzyloxycarbonyl-D-prolyl)-5-bromoindole (IV).The reduction of the carbonyl group of (IV) with LiAlH4 in THF affords 5-bromo-3-[1-methylpyrrolidin-2(R)-ylmethyl]indole (V),which is condensed with phenyl(vinyl)sulfone (VI) by means of tri-p-tolylphosphine,palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (E)-vinyl sulfone (VII).Finally,this compound is hydrogenated with H2 over Pd/C in ethanol/HCl.
参考文献标题:Salts of an anti-migraine indole deriv
文献作者:Harding,V.D.; Macrae,R.J.; Ogilvie,R.J.(Pfizer Inc.)
参考来源:EP 0776323; JP 1997512283; US 6110940; WO 9606842
合成路线:The reaction of N-(benzyloxycarbonyl)-D-proline (I) with oxalyl chloride in dichloromethane/DMF gives the corresponding acyl chloride (II),which is condensed with 5-bromoindole (III) by means of ethylmagnesium bromide in ether yielding 3-(N-benzyloxycarbonyl-D-prolyl)-5-bromoindole (IV).The reduction of the carbonyl group of (IV) with LiAlH4 in THF affords 5-bromo-3-[1-methylpyrrolidin-2(R)-ylmethyl]indole (V),which is condensed with phenyl(vinyl)sulfone (VI) by means of tri-p-tolylphosphine,palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (E)-vinyl sulfone (VII).Finally,this compound is hydrogenated with H2 over Pd/C in ethanol/HCl.
参考文献标题:Process for the preparation of 3-acyl-indoles
文献作者:Perkins,J.F.(Pfizer Inc.)
参考来源:EP 1088817
合成路线:The reaction of N-(benzyloxycarbonyl)-D-proline (I) with oxalyl chloride in dichloromethane/DMF gives the corresponding acyl chloride (II),which is condensed with 5-bromoindole (III) by means of ethylmagnesium bromide in ether yielding 3-(N-benzyloxycarbonyl-D-prolyl)-5-bromoindole (IV).The reduction of the carbonyl group of (IV) with LiAlH4 in THF affords 5-bromo-3-[1-methylpyrrolidin-2(R)-ylmethyl]indole (V),which is condensed with phenyl(vinyl)sulfone (VI) by means of tri-p-tolylphosphine,palladium acetate and triethylamine in refluxing acetonitrile giving the substituted (E)-vinyl sulfone (VII).Finally,this compound is hydrogenated with H2 over Pd/C in ethanol/HCl.
参考文献标题:Eletriptan
文献作者:Ngo,J.; Rabasseda,X.; Castar,J.
参考来源:Drugs Fut 1997,22(3),221
产品链接: CAS No. 143322-58-1››