Process for preparing heterocyclic substituted- phenoxyalkyl...

Details Process for preparing heterocyclic substituted- phenoxyalkyl... Process for preparing heterocyclic substituted- phenoxyalkyl...

C - Chemistry, Metallurgy

07

D

167/207, 260/300

C07D 405/12 (2006.01) C07D 261/08 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1280753

A B S T R A C T A process for preparing a compound of the formula Image I is disclosed, characterized in that it comprises (a) reacting a compound of the formula Image wherein Hal is chlorine, bromine or iodine, with an alkali metal salt of a compound of the formula Image ; or (b) to prepare a compound wherein Het is an aromatic type heterocyclic group, reacting a compound of the formula Image V where Hal' is bromine or iodine, with a compound of the formula (R')3Sn-Het' where R' is lower-alkyl of 1-6 carbon atoms, and Het' is any of the aromatic type heterocyclic groups included in the definition of Het in the presence of a palladium complex catalyst; (c) to prepare a compound wherein Het is a 4,5- dihydro-lH-imidazolyl group, heating a compound of the formula Image IX with ethylenediamine in acid medium; (d) to prepare a compound wherein Het is a 2- thiazolyl group, converting a compound of Formula IX to the corresponding thioamide with hydrogen sulfide in pyridine, and then reacting the thioamide with a haloalkanone, R3CH(Hal)-CO-R4; (e) to prepare a compound wherein Het is a tetrazole group, reacting a compound of Formula IX with sodium azide to give a tetrazole wherein R3 is hydrogen, and, if desired, treating said tetrazole with a lower-alkyl halide in the presence of a base to give both isomeric tetrazoles wherein R3 is lower-alkyl: or (f) to prepare a compound wherein Het is a group of the formula Image , reacting a benzaldehyde derivative of the formula Image X with ethylene glycol or propylene glycol.

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