| 摘要 |
<p>1,146,848. Substituted bicyclo-[2,2,2]-octanes. E. I. DU PONT DE NEMOURS & CO. 1 June, 1966 [2 June, 1965; 28 June, 1965], No. 24463/66. Heading C2C. The invention comprises (1) compounds of the formulµ (wherein R and R 1 are H, C 1-4 alkyl or allyl; and Y is H, CH 3 , C 2 H 5 , Cl, Br, F, CF 3 , OH, OCH 3 or OC 2 H 5 ) and acid-addition salts thereof; and (2) a process for preparing a 4- pyridyl or substituted pyridyl-bicyclo-(2,2,2)- octane-1-amine in which a 4-pyridyl-bicyclo- (2,2,2)-oct-2-ene-1-carboxylic acid or ester thereof is reduced by shaking in an atmosphere of hydrogen using a platinum catalyst, the ester, if used, is hydrolysed to the corresponding octane carboxylic acid, and this is then converted to the required amine by reaction with sodium azide in concentrated sulphuric acid and chloroform; or the amine is prepared by reaction of the ester with hydrazine hydrate, then with sodium nitrite in dilute acetic acid and finally heating under hydrolytic conditions, or by reaction with hydroxylamine and similar heating. The pyridine N-oxides are prepared at the ester stage by reaction with a peracid or peroxide, then conversion to the amine as described above. The amines may also be prepared by conversion of the esters to the amides and treatment of these with sodium hypohalites. The amines may be N-alkylated by standard procedures. The compounds of the invention may also be prepared by the synthetic methods indicated below. The compounds of the invention, which are stated to be anti-depressants, may be made up into pharmaceutical compositions with suitable carriers. Hard gelatine capsules, tablets and injection solutions containing 4-(4-pyridyl)- bicyclo-[2,2,2] -octane- 1-amine dihydrochloride and soft gelatine capsules containing the corresponding free base are described.</p> |
