Microwave-induced by-products in the synthesis of 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile

Tetrahedron Letters

Volumn 50, Issue 31, 2009, Pages 4502-4505

  Lamazzi, Christelle ^a   Dreau, Armelle ^a   Bufferne, Christel ^a   Flouzat, Christine ^a   Carlier, Patrick ^a   ter Halle, Rob ^a   Besson, Thierry ^b  

^a Centre de Développement Préclinique   (France)

^b UNIVERSITÉ DE ROUEN   (France)

Author keywords

Microwave irradiation; Piperazines; Piperazinoazepine derivatives

Indexed keywords

2 (4 METHYL 2 PHENYLPIPERAZINYL)PYRIDINE 3 CARBONITRILE; CYANIDE; NITRILE; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; HEATING; MICROWAVE RADIATION; REACTION TIME; SYNTHESIS;

EID: 67149105794     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.05.068     Document Type: Article

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27. Microwave experiments: Reactions in sealed vessels were conducted in two commercial microwave systems: One single mode (Initiator EXP 60 from Biotage) with a power output ranging from 0 to 300W and one multimode cavity (Ethos MicroSynth from Milestone) with a microwave power delivery system ranging from 0 to 1000 W. Experiments in the single mode were performed in 2-5 mL glass vials. The temperature was monitored via an IR sensor located on the side of the vessel. The vessel contents were stirred by means of a rotating magnetic plate located below the microwave cavities and Teflon-coated magnetic stir bars inside the vessel. Experiments in multimode systems were carried out in closed 10 or 25 mL reactors made of quartz or glass. Open vessel experiment was carried out in a 250 mL round bottomed flask fitted with a reflux condenser. The temperature was monitored via a fiber-optic contact thermometer protected in a Teflon-coated ceramic gain inserted directly into the reaction mixture. The vessel contents were stirred by means of an adjustable rotating magnetic plate located below the floor of the microwave cavity and a Teflon-coated magnetic stir bar inside the vessel. Temperature, pressure, and power profiles were monitored using commercially available softwares provided by the manufacturers.