EP 1131296 A2 20010912 - SYNTHESIS OF INTERMEDIATES USEFUL IN PREPARING TRICYCLIC COMPOUNDS
Title (en)
SYNTHESIS OF INTERMEDIATES USEFUL IN PREPARING TRICYCLIC COMPOUNDS
Title (de)
SYNTHESE VON ZWISCHENPRODUKTEN VERWENDBAR FÜR DIE HERSTELLUNG VON TRICYCLISCHEN VERBINDUNGEN
Title (fr)
SYNTHESE D'INTERMEDIAIRES UTILES A LA PREPARATION DE COMPOSES TRICYCLIQUES
Publication
Application
Priority
- US 9926010 W 19991118
- US 19700398 A 19981120
Abstract (en)
[origin: WO0030589A2] Disclosed is a process for preparing a compound having formula (I): wherein R, R<1>, R<2>, R<3>, and R<4> are independently selected from the group consisting of H, Br, C1, F, alkyl, or alkoxy, by (A) reacting a compound having formula (II), wherein R<A>, R<B>, R<C>, R<D>, and R<E> are independently selected from the group consisting of H, halo, alkyl, or alkoxy, and R<5> is aryl or heteroaryl, with a dehydrating agent to produce an imine having formula (IIa); and (B) hydrolyzing the imine produced in step (A) to produce the compound having formula (I). Also disclosed are novel intermediates having a formula (IIb), wherein R<A>, R<B>, R<C>, R<D>, and R<E> are independently selected from the group consisting of H, halo, alkyl, or alkoxy, and R<5> is aryl or heteroaryl. Also disclosed is a process for preparing a compound having formula (III), comprising: reacting a compound having formula (IV) with NH2R<5> 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, C1, or F, and R<5> 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.
[origin: WO0030589A2] A process for preparing a compound having formula (I) by (A) reacting a compound having formula (II), wherein R<5> is aryl or heteroaryl, with a dehydrating agent to produce an imine having formula (IIa); and (B) hydrolyzing the imine produced in step (A) to produce the compound having formula (I). The imines and a process for preparing a compound having formula (III) are disclosed.
IPC 1-7
IPC 8 full level
C07D 213/75 (2006.01); C07D 221/16 (2006.01)
CPC (source: EP)
C07D 221/16 (2013.01)
Citation (search report)
See references of WO 0030589A2
Designated contracting state (EPC)
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE
DOCDB simple family (publication)
WO 0030589 A2 20000602; WO 0030589 A3 20010104; AR 028138 A1 20030430; AU 3790200 A 20000613; CA 2351693 A1 20000602; CA 2351693 C 20090120; CN 1162404 C 20040818; CN 1326444 A 20011212; CO 5150169 A1 20020429; EP 1131296 A2 20010912; HK 1038698 A1 20020328; JP 2002530307 A 20020917; JP 2010132701 A 20100617; JP 4663122 B2 20110330; MY 121795 A 20060228; PE 20001243 A1 20001115; TW 509680 B 20021111; ZA 200103246 B 20020722
DOCDB simple family (application)
US 9926010 W 19991118; AR P990105868 A 19991118; AU 3790200 A 19991118; CA 2351693 A 19991118; CN 99813515 A 19991118; CO 99072692 A 19991118; EP 99972525 A 19991118; HK 02100248 A 20020114; JP 2000583474 A 19991118; JP 2010044749 A 20100301; MY PI9905048 A 19991119; PE 00117099 A 19991119; TW 88120161 A 19991118; ZA 200103246 A 20010420