PROCESS FOR THE PREPARATION OF 3H-AZEPINO- (4,5-B) -QUINOLINE AND 1H-AZEPINO- (4,3-B) -QUINOLINO- (4,5-B) -QUINOLIN AND 1H-AZEPINO-DERIVATIVES ( 4.3-B) QUINOLINE

摘要

1449392 Azepiroquinoline derivatives DR KARL THOMAE GmbH 15 Nov 1974 [16 Nov 1973 3 Sept 1974] 49535/74 Heading C2C Novel compounds I (in which A is -CH 2 -N(R 1 )-; R 1 is H; 1-6C alkyl optionally substituted by OH, OCH 3 , COOH, ON, -CON(CH 3 ) 2 , morpholinocarbonyl or 2-6C alkoxycarbonyl; 1-12C aliphatic acyl optionally substituted by OCH 3 ; benzoyl; halobenzoyl; 2-7C alkoxycarbonyl; 4-7C cycloalkoxycarbonyl; benzyl; methylbenzyl; phenylsulphonyl optionally substituted by CH 3 or halo; 2-60 alkenyl; phenyl; CF 3 CO; amidino; amido; thioamido; phenoxycarbonyl; benzyloxycarbonyl or CH 3 SO 2 ; R 2 is H, OH, 1-3C alkyl or alkoxy, 1-3C acyloxy, 2-4C alkoxycarbonyloxy, amino, dimethyl amino, halo or morpholino; R 3 is H; halo; OH; COOH; 1-6C alkyl; 3-6C cycloalkyl; 1-3C alkoxy optionally substituted by phenyl or 2-4C alkoxycarbonyl; 2-4C alkoxycarbonyl; 3-8C carboxycarbonylalkoxy; CH 2 OH; phenyl; phenoxy; amino; pyrrolidino or morpholino; R 4 , R 5 and R 6 are H, halo, CH 3 , OH, OCH 3 , CN, NH 2 , CF 3 , COOH, COCH 3 , or 2-4C alkoxycarboxyl or two of R 4 , R 5 and R 6 represent -OCH 2 O-; and X 1 and X 2 each is H or together are an additional bond), the 6-N-oxides and the physiologically compatible salts thereof with acids are prepared by (a) reacting a compound III (in which RSP1/SP 2 is H or 1-3C alkyl; B and C are 1-4C alkoxy or together are an oxo group; and Y 1 and Y 2 are H; or B is 1-4C alkoxy and C and Y 1 form an additional bond, Y 2 being H) with a compound IV or IVa (in which Z is CN or R 3 CO-) under dehydrating conditions; (2) reacting a compound V with an appropriate reactive acid derivative to give a compound I in which R 2 is acyloxy or alkoxycarbonyloxy; or (3) by conventional modifications of the substituent groups in compounds I to form other compounds I. Pharmaceutical compositions having anorectic activity comprise a compound I or a 6-N-oxide or salt thereof together with a suitable diluent or carrier and are administered orally, rectally or parenterally.