C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/267.1, 260/6
C07D 295/08 (2006.01) C07C 93/14 (1980.01)
Patent
CA 1088535
ABSTRACT OF THE DISCLOSURE 2-Substituted-1-(omega-aminoalkoxy)benzenes are prepared and found useful as pharmaceutical agents, particularly as antidepressants. More particularly the invention relates to the process for producing a compound having the formula (I): Image (I) and a pharmaceutically acceptable acid addition salt thereof, wherein R1 is selected from the group consisting of amino, C1-C5 alkylamino, C2-C6 dialkylamino, morpholino, 1-piperidyl, 4-methyl-1-piperazinyl and 1-pyrrolidinyl; R2 is selected from the group consisting of benzyl, phenoxy, phenylthio and 1-phenylethyl; and n is an integer of 3, 4 or 5; with the provisos that when R2 is phenoxy and n is 3, R1 is amino or C1-C5 alkylamino; when R2 is phenoxy and n is 4 or 5, R1 is amino, C1-C5 alkylamino, C2 - C6 dialkylamino morpholino, 1-piperidyl, 4-methyl-1-piperazinyl and 1-pyrrolidinyl; when R2 is benzyl and n is 4 or 5, R1 is C1 - C5 alkylamino or 1-piperidyl; and when R2 is benzyl and n is 3, R1 is C1 - C5 alkylamino, which comprises reacting a 2-substituted- 1-(omega-halogenoalkoxy) benzene of the formula (II): Image (II) wherein X is a halogen; and R2 and n are as defined above, with an amine of the formula (III): R1 - H (III) wherein R1 is defined above, and if desired reacting the said compound with a suitable acid to yield said pharmaceutically acceptable acid addition salt.
267414
Ikoma Hidenobu
Kikumoto Ryoji
Tobe Akihiro
Tonomura Shinji
Meredith & Finlayson
Mitsubishi Chemical Industries Limited
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