公开(公告)号：US06372909B1

公开(公告)日：2002-04-16

申请号：US09442512

申请日：1999-11-18

申请人： Charles F. Bernard ,  Michael Casey ,  Frank Xing Chen ,  Denise C. Grogan ,  Marc Poirier ,  Robert P. Williams ,  Yee-Shing Wong ,  George G. Wu

发明人： Charles F. Bernard ,  Michael Casey ,  Frank Xing Chen ,  Denise C. Grogan ,  Marc Poirier ,  Robert P. Williams ,  Yee-Shing Wong ,  George G. Wu

IPC分类号： C07F980

CPC分类号： C07D221/16

摘要： Disclosed is a process for preparing a compound having the formula: wherein R, R1, R2, R3, and R4 are independently selected from the group consisting of H, Br, Cl, F, alkyl, or alkoxy, by (A) reacting a compound having the formula  wherein RA, RC, RD, and RE are independently selected from the group consisting of H, halo, alkyl, or alkoxy, and R5 is aryl or heteroaryl, with a dehydrating agent to produce an imine having the formula: (B) hydrolyzing the imine produced in step (A) to produce the compound having formula (I). Also disclosed are novel intermediates having the formula:  wherein RA, RB, RC, RD, and RE are independently selected from the group consisting of H, halo, alkyl, or alkoxy, and R5 is aryl or heteroaryl. Also disclosed is a process for preparing a compound having the formula:  comprising: reacting a compound having the formula:  with NH2R5 in the presence of a palladium catalyst, carbon monoxide, a base, and an ether selected from the group consisting of: CH3OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH3; and CH3OCH2CH2OCH2CH2OCH2CH2OCH3, wherein X is H, Br, Cl, or F, and R5 is aryl or heteroaryl. The compounds made by these processes are useful intermediates for preparing compounds that are antihistamines or inhibitors of farnesyl protein transferase.

摘要翻译： 公开了一种制备具有下式的化合物的方法：其中R，R 1，R 2，R 3和R 4独立地选自H，Br，Cl，F，烷基或烷氧基，通过（A）使 具有下式的化合物其中RA，RC，RD和RE独立地选自H，卤素，烷基或烷氧基，R5是芳基或杂芳基，与脱水剂反应生成具有下式的亚胺：（B ）水解步骤（A）中产生的亚胺以制备具有式（I）的化合物。 还公开了具有下式的新型中间体：其中RA，RB，RC，RD和RE独立地选自H，卤素，烷基或烷氧基，R5是芳基或杂芳基。 还公开了制备具有下式的化合物的方法：包括：在钯催化剂，一氧化碳，碱和选自以下的醚的存在下使具有下式的化合物与NH 2 R 5反应：CH 3 OCH 2 CH 2 OCH 3; CH3OCH2CH2OCH2CH2OCH3; 和CH 3 OCH 2 CH 2 OCH 2 CH 2 OCH 2 CH 2 OCH 3，其中X是H，Br，Cl或F，R 5是芳基或杂芳基。 通过这些方法制备的化合物是制备抗组胺剂或法呢基蛋白转移酶抑制剂的化合物的有用中间体。

公开(公告)号：US06288233B1

公开(公告)日：2001-09-11

申请号：US09667411

申请日：2000-09-21

申请人： Shen-Chun Kuo ,  Frank Xing Chen

发明人： Shen-Chun Kuo ,  Frank Xing Chen

IPC分类号： C07D22106

CPC分类号： C07D401/04 ,  C07D401/14 ,  Y02P20/55

摘要： Disclosed is a process for preparing a compound of the formula: wherein X1, X2, X3, X4, and X5 are independently selected from the group consisting of H, halo, alkyl, alkoxy, aryl, and aryloxy, and R is a protecting group, in which a compound having the formula wherein X1, X2, X3, X4, and X5 are as defined above, is treated with the following, in any sequence: (a) a non-nucleophilic strong base; (b) a chiral amino alcohol; and (c) a compound having the formula wherein L is a leaving group and R is as defined above. The compounds made by this process are useful intermediates for preparing compounds that are inhibitors of farnesyl protein transferase. Also disclosed is a compound having the formula:

摘要翻译： 公开了一种制备下式化合物的方法：其中X 1，X 2，X 3，X 4和X 5独立地选自H，卤素，烷基，烷氧基，芳基和芳氧基，R是保护基 其中具有如下定义的具有如下定义的化合物：（a）非亲核性强碱;（b）手性氨基醇（其中R 1，R 2，R 3，X 4， ; 和（c）具有甲醛的化合物L是离去基团，R如上定义。 通过该方法制备的化合物是制备法呢基蛋白转移酶抑制剂的化合物的有用中间体。 还公开了具有下式的化合物：