新产品编号:1519229

合成路线:Aldol condensation of 5-bromo-2-propoxybenzaldehyde (I) with 4'-chloroacetophenone in the presence of NaOH produced chalcone (III) (1),which was condensed with pyridine-4-carbaldehyde (IV) using NaCN as the catalyst to yield diketone (V).Finally,the target pyrrole was constructed by Paal-Knorr synthesis using diketone (V) and ammonium acetate in boiling AcOH.

合成路线:The alkylation of 4-(dimethoxymethyl)pyridine (I) with 4-bromobenzyl bromide (II) in the presence of n-butyllithium,followed by ketal hydrolysis with formic acid provided the diaryl ethanone (III).Further alkylation of (III) with 4-chlorophenacyl bromide (IV) employing sodium hexamethyldisilazide yielded diketone (V),which was cyclized in the presence of ammonium acetate in boiling AcOH to produce pyrrole (VI).Finally,Suzuki coupling of (VI) with 3-methoxybenzeneboronic acid (VII) by means of Pd(PPh3)4 furnished the title compound.

合成路线:The alkylation of 4-(dimethoxymethyl)pyridine (I) with 4-bromo-2-fluorobenzyl bromide (II) in the presence of n-butyllithium,followed by ketal hydrolysis with formic acid provided the diaryl ethanone (III).Further alkylation of (III) with 4-chlorophenacyl bromide (IV) employing sodium hexamethyldisilazide yielded diketone (V),which was cyclized in the presence of ammonium acetate in boiling AcOH to produce pyrrole (VI).Finally,Suzuki coupling of (VI) with 5-butyl-2-thiopheneboronic acid (VII) by means of Pd(PPh3)4 furnished the title compound.

参考文献标题:Substd.pyridyl pyrroles,compsns.containing such cpds.and methods of use
文献作者:de Laszlo,S.E.; Kim,D.; Chang,L.L.; Mantlo,N.B.(Merck & Co.,Inc.)
参考来源:US 5776954


合成路线:Addition of methyl propiolate (I) to 2,4-hexadienal (II) using lithium hexamethyldisilazide afforded diene (III).Subsequent cycloaddition of (III) to 4-phenyl urazole (IV) in the presence of iodobenzene diacetate produced the corresponding triazolopyridazine as a diastereomeric mixture,from which the required cis isomer was isolated by flash chromatography.

合成路线:The alkylation of 4-(dimethoxymethyl)pyridine (I) with 4-bromobenzyl bromide (II) in the presence of n-butyllithium,followed by ketal hydrolysis with formic acid provided the diaryl ethanone (III).Further alkylation of (III) with 4-chlorophenacyl bromide (IV) employing sodium hexamethyldisilazide yielded diketone (V),which was cyclized in the presence of ammonium acetate in boiling AcOH to produce pyrrole (VI).Finally,Suzuki coupling of (VI) with 3-methoxybenzeneboronic acid (VII) by means of Pd(PPh3)4 furnished the title compound.

合成路线:The alkylation of 4-(dimethoxymethyl)pyridine (I) with 4-bromo-2-fluorobenzyl bromide (II) in the presence of n-butyllithium,followed by ketal hydrolysis with formic acid provided the diaryl ethanone (III).Further alkylation of (III) with 4-chlorophenacyl bromide (IV) employing sodium hexamethyldisilazide yielded diketone (V),which was cyclized in the presence of ammonium acetate in boiling AcOH to produce pyrrole (VI).Finally,Suzuki coupling of (VI) with 5-butyl-2-thiopheneboronic acid (VII) by means of Pd(PPh3)4 furnished the title compound.
参考文献标题:Synthesis and biological studies of a novel inhibitor of NF-kappaB
文献作者:McMillan,M.; Cudaback,E.; Misra-Press,A.; et al.
参考来源:217th ACS Natl Meet (March 21 1999,Anaheim) 1999,Abst MEDI 213