Stereoselective synthesis of (E)-N,N-diethyl-3-(imidazo[1,2-a]pyrid-2-yl)-2-(phenylsulfonyl)propenamide |
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| Authors: | S CéardD Roche V Gaumet D GardetteJ Métin M Madesclaire |
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| Institution: | a Département d'Analyse Structurale et de Pharmacologie (DASP), Université d'Auvergne, 28 Place Henri Dunant, B.P. 38, 63001 Clermont-Ferrand Cedex 1, France
b Synthèse, Electrosynthèse, Etudes de Systèmes à Intérêt Biologique (S.E.E.S.I.B) UMR 6504, Université Blaise Pascal, 63177 Aubière Cedex, France |
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| Abstract: | The title compound, gem-amidovinylsulfone 3, was synthesized stereoselectively by aldolic condensation of N,N-diethylphenylsulfonylacetamide 1 on imidazo1,2-a]pyridine-2-carbaldehyde 2 adding Et3N at the end. The X-ray crystal structure of 3 C20H21N3O3S: Mr=383.5, monoclinic, P21, a=8.191(4) Å, b=21.132(2) Å, c=11.752(1) Å, β=96.40(2)°, V=2022(1) Å3, Z=4 (two molecules per asymmetric unit), Dcalc=1.260 g cm−3, λ(Mo Kα)=0.71073 Å, μ=0.184 mm−1, F(000)=808, T=293(2)K, R=0.059 for 5105 observed reflections with I≥2σ(I)] was determined, and confirmed the (E) configuration. |
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| Keywords: | Stereoselective synthesis X-ray crystal structure Conformational analysis |
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