Process and intermediates for bis-aza-bicyclic anxiolytic...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01)

Patent

CA 2138018

(see fig.I) (see fig.II) (see fig.III) (see fig.IV) (see fig.V) Optically pure intermediates of formula (I) wherein the substituent B is either cis or trans to the Cga-C1 bond and is selected from the group consisting of -CH2OH, -CHO, -CH2OSO2R, -CH2CN, -CH(OH)CH2NO2, -CH = CH-NO2, (2) and (3), C is selected from the group consisting of -H, (4), (5), and a nitrogen protecting group which is removable by hydrogenation or acid treatment; and wherein R is (C1-C8) alkyl, phenyl or alkyl substituted phenyl; X is N or CH; Y is O or S and Z is H or Cl; for the synthesis of octahydro-1H-pyrido(1,2-a)pyrazinyl ethyl carboxamide anxiolytic agents.

(voir fig. I) (voir fig. II) (voir fig. III) (voir fig. IV) (voir fig. V) Intermédiaires optiquement purs de formule (I) où le substituant B est cis ou trans par rapport à la liaison C9a-C1 et est choisi dans le groupe constitué de -CH2OH, -CHO, -CH2OSO2R, -CH2CN, -CH(OH)CH2NO2, -CH = CH-NO2, (2) et (3), C est choisi dans le groupe constitué de -H, (4), (5), et un groupe protecteur d'azote qui peut être enlevé par hydrogénation ou traitement acide; et où R est un alkyle en C1-C8, un phényle ou un phényle substitué par un alkyle; X est N ou CH; Y est O ou S et Z est H ou Cl; pour la synthèse des agents anxiolytiques à base d'octahydro-1H-pyrido(1,2-a)pyrazinyléthylcarboxamide.

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