通过Heck反应合成3-(2-羧基乙基)-1H-吡咯[2,3-b]吡啶-2-甲酸

Synthesis of 3-(2-Carboxyethyl)-1H-pyrrolopyridine-2-carboxylic Acid by Heck Reaction

以1H-吡咯[2,3-b]吡啶-2-甲酸乙酯为起始原料,经5步反应合成了新化合物3-(2-羧基乙基)-1H-吡咯[2,3-b]吡啶-2-甲酸,其结构经1H NMR和HR-MS表征。合成中间(E)-1-Ts-3-(3-乙氧基-3-氧代丙基-1-烯基)-1H-吡咯[2,3-b]吡啶-2-羧酸乙酯的最佳反应(Heck)条件为:无水DMF为溶剂,Pd(OAc)2为催化剂,dppf为配体,三乙胺为碱,收率88%。

A novel compound, ethyl 3- （ 2-carboxyethyl ） -1H-pyrrolo [ 2,3-b ] pyridine-2-carboxylate, was synthesized by a five-step reaction from 1H-pyrrolo[ 2,3-b] pyridine-2-carboxylic acid. The struc- ture was characterized by 1H NMR and HR-MS. The optimal Heck coupling reaction conditions of synthesizing （E） -ethyl 3-（ 3-ethoxy-3-oxopmp-1 -en-1 -yl ） -1 -tosyl-1H-pyrrolo [ 2,3-b ] pyridine-2-car- boxylate were as follows： The solvent was anhydrous DMF, the catalyst was Pd （OAc）2, the ligand was dppf, and the base was Et3N. The yield was 88% under the optical reaction conditions.