公开(公告)号：US5948914A

公开(公告)日：1999-09-07

申请号：US53653

申请日：1998-04-02

申请人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

发明人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

IPC分类号： C07D211/22 ,  C07D211/60 ,  C07D211/76 ,  C07D405/12

CPC分类号： C07D405/12 ,  C07D211/22 ,  C07D211/60 ,  C07D211/76

摘要： A piperidine derivative, which can be used as an intermediate for pharmaceuticals such as paroxetine useful as antidepressants, represented by the general formula (I): ##STR1## wherein R.sup.1 is hydrogen atom, benzyloxycarbonyl group or tert-butoxycarbonyl group; R.sup.2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position, (3,4-methylenedioxyphenyl)oxymethyl group, carboxyl group or --CO.sub.2 R.sup.7 group in which R.sup.7 is an alkyl group having 1 to 5 carbon atoms, and Z is methylene group or carbonyl group.

摘要翻译： 哌啶衍生物，其可以用作药物的中间体，例如用作抗抑郁药的帕罗西汀，由通式（I）表示：其中R1是氢原子，苄氧基羰基或叔丁氧基羰基; R2是羟甲基，具有1〜2个碳原子的烷基部分的烷基磺酰氧基甲基，4-位可具有甲基的苯基磺酰氧基甲基，（3,4-亚甲二氧基苯基）氧甲基，羧基或-CO 2 R 7基，其中 R 7为碳原子数为1〜5的烷基，Z为亚甲基或羰基。

公开(公告)号：US06815548B2

公开(公告)日：2004-11-09

申请号：US10336678

申请日：2003-01-06

申请人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

发明人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

IPC分类号： C07D40512

CPC分类号： C07D405/12 ,  C07D211/22 ,  C07D211/60 ,  C07D211/76

摘要： A piperidine derivative, which can be used as an intermediate for pharmaceuticals such as paroxetine useful as antidepressants, represented by the general formula (I): wherein R1 is hydrogen atom, benzyloxycarbonyl group or tert-butoxycarbonyl group; R2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position, (3,4-methylenedioxyphenyl)oxymethyl group, carboxyl group or —CO2R7 group in which R7 is an alkyl group having 1 to 5 carbon atoms, and Z is methylene group or carbonyl group, with proviso that, (A) when R1 is benzyloxycarbonyl group or tert-butoxycarbonyl group, then R2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position or (3,4-methylenedioxyphenyl)oxymethyl group, and Z is methylene group; or (B) when R1 is hydrogen atom and Z is carbonyl group, then R2 is carboxyl group or —CO2R7 group (R7 is as defined above); or (C) when R1 is hydrogen atom and Z is methylene group, then R2 is hydroxymethyl group.

公开(公告)号：US06610851B1

公开(公告)日：2003-08-26

申请号：US09695383

申请日：2000-10-25

申请人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

发明人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

IPC分类号： C07D40512

CPC分类号： C07D405/12 ,  C07D211/22 ,  C07D211/60 ,  C07D211/76

摘要： A piperidine derivative, which can be used as an intermediate for pharmaceuticals such as paroxetine useful as antidepressants, represented by the general formula (I): wherein R1 is hydrogen atom, benzyloxycarbonyl group or tert-butoxycarbonyl group; R2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position, (3,4-methylenedioxyphenyl)oxymethyl group, carboxyl group or —CO2R7 group in which R7 is an alkyl group having 1 to 5 carbon atoms, and Z is methylene group or carbonyl group, with proviso that, (A) when R1 is benzyloxycarbonyl group or tert-butoxycarbonyl group, then R2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position or (3,4-methylenedioxyphenyl)oxymethyl group, and Z is methylene group; or (B) when R1 is hydrogen atom and Z is carbonyl group, then R2 is carboxyl group or —CO2R7 group (R7 is as defined above); or (C) when R1 is hydrogen atom and Z is methylene group, then R2 is hydroxymethyl group.

摘要翻译： 哌啶衍生物，其可以用作药物的中间体，例如用作抗抑郁药的帕罗西汀，由通式（I）表示：其中R1是氢原子，苄氧基羰基或叔丁氧基羰基; R2是羟甲基，具有1〜2个碳原子的烷基部分的烷基磺酰氧基甲基，4-位可具有甲基的苯基磺酰氧基甲基，（3,4-亚甲二氧基苯基）氧甲基，羧基或-CO 2 R 7基，其中 R7为碳原子数为1〜5的烷基，Z为亚甲基或羰基，条件是（A）当R1为苄氧羰基或叔丁氧基羰基时，则R2为羟甲基，烷基磺酰氧基甲基为 具有1至2个碳原子的烷基部分，可以在4-位具有甲基的苯基磺酰氧基甲基或（3,4-亚甲二氧基苯基）氧基甲基，Z是亚甲基; 或（B）当R 1为氢原子且Z为羰基时，则R 2为羧基或-CO 2 R 7基（R 7如上所定义）; 或（C）当R 1为氢原子且Z为亚甲基时，则R 2为羟甲基。

公开(公告)号：US06476227B1

公开(公告)日：2002-11-05

申请号：US09550175

申请日：2000-04-14

申请人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

发明人： Kiyoshi Sugi ,  Nobushige Itaya ,  Tadashi Katsura ,  Masami Igi ,  Shigeya Yamazaki ,  Taro Ishibashi ,  Teiji Yamaoka ,  Yoshihiro Kawada ,  Yayoi Tagami

IPC分类号： C07D21140

CPC分类号： C07D405/12 ,  C07D211/22 ,  C07D211/60 ,  C07D211/76

摘要： A piperidine derivative, which can be used as an intermediate for pharmaceuticals such as paroxetine useful as antidepressants, represented by the general formula (I): wherein R1 is hydrogen atom, benzyloxycarbonyl group or tert-butoxycarbonyl group; R2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position, (3,4-methylenedioxyphenyl)oxymethyl group, carboxyl group or —CO2R7 group in which R7 is an alkyl group having 1 to 5 carbon atoms, and Z is methylene group or carbonyl group, with proviso that, (A) when R1 is benzyloxycarbonyl group or tert-butoxycarbonyl group, then R2 is hydroxymethyl group, an alkylsulfonyloxymethyl group having an alkyl moiety of 1 to 2 carbon atoms, phenylsulfonyloxymethyl group which may have methyl group at the 4-position or (3,4-methylenedioxyphenyl)oxymethyl group, and Z is methylene group; or (B) when R1 is hydrogen atom and Z is carbonyl group, then R2 is carboxyl group or —CO2R7 group (R7 is as defined above); or (C) when R1 is hydrogen atom and Z is methylene group, then R2 is hydroxymethyl group.

摘要翻译： 哌啶衍生物，其可以用作药物的中间体，例如用作抗抑郁药的帕罗西汀，由通式（I）表示：其中R1是氢原子，苄氧基羰基或叔丁氧基羰基; R2是羟甲基，具有1〜2个碳原子的烷基部分的烷基磺酰氧基甲基，4-位可具有甲基的苯基磺酰氧基甲基，（3,4-亚甲二氧基苯基）氧甲基，羧基或-CO 2 R 7基，其中 R7为碳原子数为1〜5的烷基，Z为亚甲基或羰基，条件是（A）当R1为苄氧羰基或叔丁氧基羰基时，则R2为羟甲基，烷基磺酰氧基甲基为 具有1至2个碳原子的烷基部分，可以在4-位具有甲基的苯基磺酰氧基甲基或（3,4-亚甲二氧基苯基）氧基甲基，Z是亚甲基; 或（B）当R 1为氢原子且Z为羰基时，则R 2为羧基或-CO 2 R 7基（R 7如上所定义）; 或（C）当R 1为氢原子且Z为亚甲基时，则R 2为羟甲基。

公开(公告)号：US06333430B1

公开(公告)日：2001-12-25

申请号：US09561993

申请日：2000-05-02

申请人： Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

发明人： Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

IPC分类号： C07C6704

CPC分类号： C07C253/30 ,  C07C67/04 ,  C07C69/63 ,  C07C255/19

摘要： A process for preparing a tert-alkyl carboxylic acid ester represented by the formula (III): wherein R1 is an organic group; and each of R2 and R3 is independently an alkyl group having 1 to 4 carbon atoms, comprising reacting a carboxylic acid represented by the formula (I): R1—COOH  (I) wherein R1 is as defined above, with a vinylidene compound represented by the formula (II): wherein R2 and R3 are as defined above, in the presence of a phosphorus halide. The tert-alkyl carboxylic acid ester can be used as intermediates for pharmaceuticals such as antibiotics.

摘要翻译： 一种制备由式（III）表示的叔烷基羧酸酯的方法：其中R1是有机基团; 其中R 2和R 3各自独立地为具有1至4个碳原子的烷基，包括使由式（I）表示的羧酸：其中R 1如上定义，与由式（II）表示的亚乙烯基化合物反应： 其中R2和R3如上定义，在卤化磷存在下。 叔烷基羧酸酯可以用作药物如抗生素的中间体。

公开(公告)号：US06369266B1

公开(公告)日：2002-04-09

申请号：US09530882

申请日：2000-05-08

申请人： Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

发明人： Tetsuya Shintaku ,  Kiyoshi Sugi ,  Tadashi Katsura ,  Nobushige Itaya

IPC分类号： C07C6976

CPC分类号： C07C67/04 ,  C07C69/76

摘要： A process for preparing tert-butyl 4′-methyl-2-biphenylcarboxylate characterized in that 4′-methyl-2-biphenylcarboxylic acid is reacted with isobutene in the presence of an acid catalyst. According to the present invention, tert-butyl 4′-methyl-2-biphenylcarboxylate having high quality can be conveniently and industrially advantageously prepared in a high yield under mild reaction conditions such as ambient temperatures without complicated procedures or any hazardous solvents.

摘要翻译： 一种制备4'-甲基-2-联苯羧酸叔丁酯的方法，其特征在于4'-甲基-2-联苯基羧酸与异丁烯在酸催化剂存在下反应。 根据本发明，具有高质量的4'-甲基-2-联苯羧酸叔丁酯可以在温和的反应条件例如环境温度下，无需复杂的方法或任何有害溶剂，以高产率方便地和工业上有利地制备。

公开(公告)号：US20060183934A1

公开(公告)日：2006-08-17

申请号：US11401262

申请日：2006-04-11

申请人： Tetsuya Shintaku ,  Tadashi Katsura ,  Kiyoshi Sugi ,  Nobushige Itaya

发明人： Tetsuya Shintaku ,  Tadashi Katsura ,  Kiyoshi Sugi ,  Nobushige Itaya

IPC分类号： C07C255/58

CPC分类号： C07C315/02 ,  C07C315/06 ,  C07C317/46

摘要： The present invention provides a process for producing bicartamide of the formula (4); which comprises Step A comprising reacting Compound (1) of the formula (1); with peroxycarboxylic acid to obtain Compound (2) of the formula (2); Step B comprising reacting said Compound (2) with 4-fluorothiophenol to obtain crude crystals of Compound (3) of the formula (3); dissolving the crude crystals in a solvent and crystallizing to obtain purified crystals of Compound (3), and Step C comprising reacting Compound (3) and percarboxylic acid to obtain bicalutamide, and also provides a method for purifying crystals of Compound (3) which comprises dissolving crude crystals of Compound (3) in a solvent and crystallizing.

摘要翻译： 本发明提供了式（4）的双卡匹酰胺的制造方法。 其包括使式（1）的化合物（1）反应的步骤A; 与过氧羧酸反应得到式（2）的化合物（2）; 步骤B包括使所述化合物（2）与4-氟代苯硫酚反应，得到式（3）化合物（3）的粗晶体; 将粗结晶溶解在溶剂中并结晶，得到化合物（3）的纯化晶体，步骤C包括使化合物（3）与过羧酸反应得到比卡鲁胺，并提供化合物（3）的晶体纯化方法，其中包括 将化合物（3）的粗晶体溶解在溶剂中并结晶。

公开(公告)号：US5998652A

公开(公告)日：1999-12-07

申请号：US009823

申请日：1998-01-20

申请人： Tadashi Katsura ,  Hiroshi Shiratani ,  Kiyoshi Sugi ,  Nobushige Itaya

发明人： Tadashi Katsura ,  Hiroshi Shiratani ,  Kiyoshi Sugi ,  Nobushige Itaya

IPC分类号： C07C253/30 ,  C07C255/50 ,  C07C255/00

CPC分类号： C07C253/30

摘要： A process for preparing a 2-cyanobiphenyl compound represented by the formula (II): ##STR1## wherein R.sup.1 is an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or hydrogen atom, from a phenylmagnesium chloride compound represented by the formula (I): ##STR2## wherein R.sup.1 is as defined above. According to the process, a 2-cyanobiphenyl compound represented by the formula (II) can be economically, simply, industrially and advantageously prepared.

摘要翻译： 一种由式（II）表示的2-氰基联苯化合物的制备方法，其中R 1是具有1至6个碳原子的烷基，具有1至6个碳原子的烷氧基或氢原子，由代表的苯基氯化镁化合物 由式（I）表示：其中R1如上所定义。 根据该方法，由式（II）表示的2-氰基联苯化合物可以在经济上简单地在工业上有利地制备。

公开(公告)号：US5892094A

公开(公告)日：1999-04-06

申请号：US996341

申请日：1997-12-22

申请人： Tadashi Katsura ,  Hiroshi Shiratani ,  Kiyoshi Sugi ,  Nobushige Itaya

发明人： Tadashi Katsura ,  Hiroshi Shiratani ,  Kiyoshi Sugi ,  Nobushige Itaya

IPC分类号： C07C253/30 ,  C07C255/50 ,  C07C255/00

CPC分类号： C07C253/30

摘要： Process for preparing 4'-methyl-2-cyanobiphenyl, comprising, catalytically hydrogenating at least one brominated cyanobiphenyl compound selected from 4'-dibromomethyl-2-cyanobiphenyl and 4'-bromomethyl-2-cyanobiphenyl; and process for regenerating 4'-methyl-2-cyanobiphenyl, comprising, catalytically hydrogenating at least one brominated cyanobiphenyl compound selected from 4'-dibromomethyl-2-cyanobiphenyl and 4'-bromomethyl-2-cyanobiphenyl, contained in a filtrate prepared by brominating 4'-methyl-2-cyanobiphenyl in a solvent; crystallizing 4'-bromomethyl-2-cyanobiphenyl from the resulting reaction mixture; and removing the resulting crystals from the reaction mixture by filtration. 4'-Methyl-2-cyanobiphenyl can be used as starting materials for 4'-bromomethyl-2-cyanobiphenyl.

摘要翻译： 制备4'-甲基-2-氰基联苯的方法，包括催化氢化至少一种选自4'-二溴甲基-2-氰基联苯和4'-溴甲基-2-氰基联苯的溴代氰基联苯化合物; 以及用于再生4'-甲基-2-氰基联苯的方法，包括催化氢化选自4-溴 - 二溴甲基-2-氰基联苯和4'-溴甲基-2-氰基联苯中的至少一种溴化氰基联苯化合物，其包含在通过溴化制备的滤液中 4'-甲基-2-氰基联苯; 从所得反应混合物中结晶出4'-溴甲基-2-氰基联苯; 并通过过滤从反应混合物中除去所得晶体。 4'-甲基-2-氰基联苯可用作4'-溴甲基-2-氰基联苯的原料。

公开(公告)号：US06376678B1

公开(公告)日：2002-04-23

申请号：US09521058

申请日：2000-03-08

申请人： Kiyoshi Sugi ,  Kozo Matsui ,  Tetsuya Shintaku ,  Nobushige Itaya

发明人： Kiyoshi Sugi ,  Kozo Matsui ,  Tetsuya Shintaku ,  Nobushige Itaya

IPC分类号： C07D21170

CPC分类号： C07D213/06 ,  C07D213/42

摘要： A production method of hydrazine derivative having a group of the formula (II) which comprises subjecting a hydrazone derivative having a group of the formula (I) to catalytic reduction and deactivating the reduction catalyst contained in the reaction mixture thereof. According to the production method of the present invention, which is industrially superior, hydrazine derivative (II) stable even in a solution state can be produced

摘要翻译： 具有式（II）基团的肼衍生物的制备方法，其包括将具有式（I）的基团的腙衍生物进行催化还原和使其反应混合物中所含的还原催化剂失活。 根据工业上优越的本发明的制造方法，可以制造即使在溶液状态下稳定的肼衍生物（II）