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methyl3-bromo-5-(3,3-dimethylbut-1-yn-1-yl)thiophene-2-carboxylate synthesis

7synthesis methods
-

Yield:1355039-59-6 96%

Reaction Conditions:

Stage #1: methyl 3-bromo-5-iodothiophene-2-carboxylatewith bis-triphenylphosphine-palladium(II) chloride;copper(l) iodide;diisopropylamine in 1,4-dioxane; for 0.0833333 h;Inert atmosphere;Sonogashira Cross-Coupling;
Stage #2: 3,3-Dimethylbut-1-yne in 1,4-dioxane at 20; for 2 h;Inert atmosphere;Reagent/catalyst;

References:

Court, John J.;Poisson, Carl;Ardzinski, Andrzej;Bilimoria, Darius;Chan, Laval;Chandupatla, Kishan;Chauret, Nathalie;Collier, Philip N.;Das, Sanjoy Kumar;Denis, Francois;Dorsch, Warren;Iyer, Ganesh;Lauffer, David;L'Heureux, Lucille;Li, Pan;Luisi, Brian S.;Mani, Nagraj;Nanthakumar, Suganthi;Nicolas, Olivier;Rao, B. Govinda;Ronkin, Steven;Selliah, Subajini;Shawgo, Rebecca S.;Tang, Qing;Waal, Nathan D.;Yannopoulos, Constantin G.;Green, Jeremy [Journal of Medicinal Chemistry,2016,vol. 59,# 13,p. 6293 - 6302]