公开(公告)号：EP2269975A3

公开(公告)日：2011-02-16

申请号：EP10010897.6

申请日：2005-08-23

申请人： ZERIA PHARMACEUTICAL CO., LTD.

发明人： Nagasawa, Masaaki ,  Asami, Kazuyasu ,  Nakao, Ryu ,  Tanaka, Nobujuki ,  Aida, Yoshiyuki

IPC分类号： C07C67/08 ,  C07C67/11 ,  C07C69/92 ,  C07D277/20 ,  C07D277/56 ,  C07C51/377

CPC分类号： C07C69/92 ,  C07C51/347 ,  C07C51/377 ,  C07C67/08 ,  C07C205/60 ,  C07D277/46 ,  C07D277/56 ,  C07C65/05

摘要： A production method of a compound represented by formula (2):

(wherein ring A represents a benzene ring or a 6-membered aromatic heterocycle; R 1 represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group; and at least one of R 2 , R 3 , and R 4 represents a methoxy group, and the rest each represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group),
comprising reacting a compound represented by formula (1):

(wherein ring A and R 1 , R 2 , R 3 , and R 4 are the same as defined above) with a Lewis acid selected from BF 3 , TiCl 4 , and AlCl 3 in esteric, ketonic or amidic solvents selected from ethyl acetate, methyl acetate, butyl acetate, isobutyl acetate, acetone, 2-butane, cyclohexane, cyclopentane, dimethylformamide, and dimethylacetamide, with the proviso that when the Lewis acid is BF 3 , an alkali metal bromide or an alkali metal iodide coexists.

公开(公告)号：EP2269997A3

公开(公告)日：2011-02-09

申请号：EP10010896.8

申请日：2005-08-23

申请人： ZERIA PHARMACEUTICAL CO., LTD.

发明人： Nagasawa, Masaaki ,  Asami, Kazuyasu ,  Nakao, Ryu ,  Tanaka, Nobujuki ,  Aida, Yoshiyuki

IPC分类号： C07D277/56

CPC分类号： C07C69/92 ,  C07C51/347 ,  C07C51/377 ,  C07C67/08 ,  C07C205/60 ,  C07D277/46 ,  C07D277/56 ,  C07C65/05

摘要： A compound represented by formula (5a):

(wherein ring A represents a benzene ring or a 6-membered aromatic heterocycle; R 1 represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group; and at least one of R 2 , R 3 , and R 4 represents a methoxy group, and the rest each represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group).

公开(公告)号：EP2269997A2

公开(公告)日：2011-01-05

申请号：EP10010896.8

申请日：2005-08-23

申请人： ZERIA PHARMACEUTICAL CO., LTD.

发明人： Nagasawa, Masaaki ,  Asami, Kazuyasu ,  Nakao, Ryu ,  Tanaka, Nobujuki ,  Aida, Yoshiyuki

IPC分类号： C07D277/56

CPC分类号： C07C69/92 ,  C07C51/347 ,  C07C51/377 ,  C07C67/08 ,  C07C205/60 ,  C07D277/46 ,  C07D277/56 ,  C07C65/05

摘要： A compound represented by formula (5a):

(wherein ring A represents a benzene ring or a 6-membered aromatic heterocycle; R 1 represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group; and at least one of R 2 , R 3 , and R 4 represents a methoxy group, and the rest each represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group).

摘要翻译： 由式（5a）表示的化合物：（其中环A表示苯环或6元芳族杂环; R 1表示氢原子，C 1-6烷基，卤素原子，硝基，氨基， 单C1-6烷基氨基或二C1-6烷基氨基;并且R2，R3和R4中的至少一个表示甲氧基，其余各自表示氢原子，C1-6烷基 ，卤素原子，硝基，氨基，单C 1-6烷基氨基或二C 1-6烷基氨基）。

公开(公告)号：EP2269975A2

公开(公告)日：2011-01-05

申请号：EP10010897.6

申请日：2005-08-23

申请人： ZERIA PHARMACEUTICAL CO., LTD.

发明人： Nagasawa, Masaaki ,  Asami, Kazuyasu ,  Nakao, Ryu ,  Tanaka, Nobujuki ,  Aida, Yoshiyuki

IPC分类号： C07C67/08 ,  C07C67/11 ,  C07C69/92 ,  C07D277/20 ,  C07D277/56 ,  C07C51/377

CPC分类号： C07C69/92 ,  C07C51/347 ,  C07C51/377 ,  C07C67/08 ,  C07C205/60 ,  C07D277/46 ,  C07D277/56 ,  C07C65/05

摘要： A production method of a compound represented by formula (2):

(wherein ring A represents a benzene ring or a 6-membered aromatic heterocycle; R 1 represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group; and at least one of R 2 , R 3 , and R 4 represents a methoxy group, and the rest each represents a hydrogen atom, a C 1-6 alkyl group, a halogen atom, a nitro group, an amino group, a mono-C 1-6 alkylamino group, or a di-C 1-6 alkylamino group),
comprising reacting a compound represented by formula (1):

(wherein ring A and R 1 , R 2 , R 3 , and R 4 are the same as defined above) with a Lewis acid selected from BF 3 , TiCl 4 , and AlCl 3 in esteric, ketonic or amidic solvents selected from ethyl acetate, methyl acetate, butyl acetate, isobutyl acetate, acetone, 2-butane, cyclohexane, cyclopentane, dimethylformamide, and dimethylacetamide, with the proviso that when the Lewis acid is BF 3 , an alkali metal bromide or an alkali metal iodide coexists.

摘要翻译： 由式（2）表示的化合物的制备方法：（其中环A表示苯环或6元芳族杂环; R 1表示氢原子，C 1-6烷基，卤素原子，硝基， 氨基，单C1-6烷基氨基或二C1-6烷基氨基;并且R2，R3和R4中的至少一个表示甲氧基，其余各自表示氢原子，C1 卤素原子，硝基，氨基，单-C1-6烷基氨基或二-C1-6烷基氨基）的方法，其包括使由式（1）表示的化合物：（其中， 在选自乙酸乙酯，乙酸甲酯，乙酸丁酯，乙酸异丁酯的酯，酮或酰胺类溶剂中，与选自BF 3，TiCl 4和AlCl 3的路易斯酸反应，得到式I化合物，其中R 1和R 2，R 3和R 4与上述定义相同） ，丙酮，2-丁烷，环己烷，环戊烷，二甲基甲酰胺和二甲基乙酰胺，条件是当路易斯酸为BF 3时，碱金属溴化物 或碱金属碘化物共存。