CAS: 37831-62-2; Ethyl 4-Chloronicotinate

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4-氯吡啶置于4-二甲氨基吡啶,N,N'-二环己基碳二亚胺,Lithium Diisopropyl Amide体系中,用 四氢呋喃,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 22.33H,反应生成 4-氯烟酸乙酯盐酸盐
参考文献:Combined Metalation-Palladium-Catalyzed Cross Coupling Strategies. A Formal Synthesis Of The Marine Alkaloid Amphimedine
标题:Combined Metalation-Palladium-Catalyzed Cross Coupling Strategies. A Formal Synthesis Of The Marine Alkaloid Amphimedine
摘要:The Synthesis Of 5-(4-Pyridyl)Benzo[c][2,7]Naphthyridin-4-One (4),An Intermediate Previously Employed In A Total Synthesis Of The Marine Alkaloid,Amphimedine (2),Is Reported. The Route Comprises The Pd-Catalyzed Suzuki Cross Coupling Of Pyridylborane 21 With 2-Iodoaniline To Give The Azabiaryl 22,Which Upon Lda-Mediated Cyclization And Triflation Leads To Benzonaphthyridine 5. Stille Cross Coupling Of 5 With Pyridylstannane 24 Affords The Pyridylbenzonaphthyridine 25,Which Upon Bbr3 Treatment Leads To The Target Molecule 4. Pyridine Directed Ortho Metalation Chemistry Leading To Halonicotinate Ester 12 And Amides 14A,B And Cross Coupling To Benzonaphthyridinones 17,18 (One-Pot Procedure) And Azabiaryls 20A,B Are Also Reported.
DOI:10.1021/jo00107A004