5-(6-Chloro-pyridin-3-yl)-thiophene-2-carboxylic acid ethyl ester synthesis
1synthesis methods
- Product Name:5-(6-Chloro-pyridin-3-yl)-thiophene-2-carboxylic acid ethyl ester
- CAS Number:1187163-71-8
- Molecular formula:C12H10ClNO2S
- Molecular Weight:267.73
Yield:1187163-71-8 72%
Reaction Conditions:
Stage #1: 5-bromo-2-chloropyridinewith chloro-trimethyl-silane;boric acid tributyl ester;magnesium;ethylene dibromide;lithium chloride in tetrahydrofuran at 25; for 1 h;Inert atmosphere;
Stage #2: 5-bromothiophene-2-carboxylic acidwith tetrakis(triphenylphosphine) palladium(0);caesium carbonate in tetrahydrofuran;ethanol at 65; for 12 h;Inert atmosphere;Suzuki-Miyaura cross coupling reaction;
References:
Haag, Benjamin A.;Saemann, Christoph;Jana, Anukul;Knochel, Paul [Angewandte Chemie - International Edition,2011,vol. 50,# 32,p. 7290 - 7294] Location in patent:supporting information; experimental part