申请人:El-Ahmad Youssef
公开号:US20050182259A1
公开(公告)日:2005-08-18
The invention relates to a novel preparation of 3-fluoroquinolines of formula (I)
in which R
1
, R
2
, R
3
and R
4
represent:
a) a fluorine;
b) an alkyl optionally substituted with one to three fluorines, with OR
5
in which R
5
is an alkyl, a hydrogen or a hydroxyl-protecting group, or with NR′R″ in which R′ and R″ represent an alkyl, a hydrogen or an amino-protecting group;
c) OR
6
in which R
6
represents a hydrogen, a phenol-protecting group or an alkyl, optionally substituted with a fluorine, with OR
5
or with NR′R″ as defined above;
d) NR′
1
R″
1
in which R′
1
and R″
1
have the values of R′ et R″ or represent an alkyl substituted with a fluorine, with OR
5
or NR′R″ as defined above;
e) CO
2
R
a
, in which R
a
represents hydrogen, alkyl or a carboxyl-protecting group, and also novel intermediate compounds. The quinolines of formula (I) are intermediates useful in the preparation of compounds having antibacterial activity, described in particular in applications WO 02/40474 or WO 02/72572.
本发明涉及一种3-氟喹诺酮的新型制备方法,其中R1、R2、R3和R4表示:
a)氟;
b)一种烷基,该烷基可选择地被一到三个氟原子,OR5(其中R5表示烷基、氢或羟基保护基)或NR′R″(其中R′和R″表示烷基、氢或氨基保护基)所取代;
c)OR6(其中R6表示氢、酚保护基或烷基,可选择地被氟原子、OR5或NR′R″所取代);
d)NR′1R″1(其中R′1和R″1具有R′和R″的值或表示被氟原子取代的烷基,可选择地与OR5或NR′R″所定义的基团相结合);
e)CO2Ra(其中Ra表示氢、烷基或羧基保护基),以及新型中间体化合物。式(I)的喹诺酮是一种中间体,可用于制备具有抗菌活性的化合物,特别是在WO 02/40474或WO 02/72572中描述的应用中。