CO5150169A1 - SYNTHESIS OF USEFUL INTERMEDIARIES TO PAREPARATE TRICYCLE COMPOUNDS - Google Patents

SYNTHESIS OF USEFUL INTERMEDIARIES TO PAREPARATE TRICYCLE COMPOUNDS

Info

Publication number
CO5150169A1
CO5150169A1 CO99072692A CO99072692A CO5150169A1 CO 5150169 A1 CO5150169 A1 CO 5150169A1 CO 99072692 A CO99072692 A CO 99072692A CO 99072692 A CO99072692 A CO 99072692A CO 5150169 A1 CO5150169 A1 CO 5150169A1
Authority
CO
Colombia
Prior art keywords
jpeg
compound
formula
imf
emi file
Prior art date
Application number
CO99072692A
Other languages
Spanish (es)
Inventor
Charles F Bernard
Michael Casey
Chen Frank Xing
Denise C Grogan
Poirier Marc
Robert P Williams
Wong Yee-Shing
George G Wu
Original Assignee
Schering Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Schering Corp filed Critical Schering Corp
Publication of CO5150169A1 publication Critical patent/CO5150169A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/16—Ring systems of three rings containing carbocyclic rings other than six-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Se describe un proceso para preparar un compuesto que tiene la siguiente fórmula:<EMI FILE="99072692_1" ID="1" IMF=JPEG >Donde R, R1, R2, R3 y R4 se seleccionan independientemente del grupo formado por H, Br, CI, F alquilo, alcoxi, dicho proceso comprende:(A) hacer reaccionar un compuesto que tiene la fórmula <EMI FILE="99072692_2" ID="2" IMF=JPEG >donde RA, RB, RC, RD, y RE se seleccionan independientemente del grupo formado por H, halo, alquilo o alcoxi y R5 es arilo o heteroarilo, con un agente deshidratante para producir una imina que tiene la fórmula:<EMI FILE="99072692_3" ID="3" IMF=JPEG >(B) hidrolizar la imina producida en el paso (A) para producir el compuesto que tiene la fórmula (I). También se describe un proceso para preparar un compuesto que tiene la siguiente fórmula:<EMI FILE="99072692_4" ID="4" IMF=JPEG >Donde RA, RB, RC, RD y RE se seleccionan independientemente del grupo formado por H, halo, alquilo, o alcoxi y R5 es arilo o heteroarilo. También se describe un proceso para preparar un compuesto con la siguiente fórmula:<EMI FILE="99072692_5" ID="5" IMF=JPEG >que comprende:hacer reaccionar un compuesto que tiene la fórmula:<EMI FILE="99072692_6" ID="6" IMF=JPEG >con NH2R5 en la presencia de un catalizador de paladio, monóxido de carbono, una base y un éter seleccionado del grupo formado por:CH3OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH3;CH3OCH2CH2OCH2CH2OCH2CH2OCH3, donde X es H, Br, CI, o F y R5 es arilo o heteroarilo. Los compuestos preparados por medio de estos procesos son útiles como intermediarios para preparar compuestos que son antihistaminas o inhibidores de farnesil transferasa de proteína.A process for preparing a compound having the following formula is described: <EMI FILE = "99072692_1" ID = "1" MFI = JPEG> Where R, R1, R2, R3 and R4 are independently selected from the group consisting of H, Br , CI, F alkyl, alkoxy, said process comprises: (A) reacting a compound having the formula <EMI FILE = "99072692_2" ID = "2" IMF = JPEG> where RA, RB, RC, RD, and RE they 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: <EMI FILE = "99072692_3" ID = "3" IMF = JPEG> (B) hydrolyze the imine produced in step (A) to produce the compound having the formula (I). A process for preparing a compound having the following formula is also described: <EMI FILE = "99072692_4" ID = "4" IMF = JPEG> Where 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. A process for preparing a compound with the following formula is also described: <EMI FILE = "99072692_5" ID = "5" MFI = JPEG> comprising: reacting a compound having the formula: <EMI FILE = "99072692_6" ID = "6" IMF = JPEG> with NH2R5 in the presence of a palladium catalyst, carbon monoxide, a base and an ether selected from the group consisting of: CH3OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH2CH2OCH3, where X is H, Br, CI, or F and R5 is aryl or heteroaryl. Compounds prepared by these processes are useful as intermediates for preparing compounds that are antihistamines or farnesyl protein transferase inhibitors.

CO99072692A 1998-11-20 1999-11-18 SYNTHESIS OF USEFUL INTERMEDIARIES TO PAREPARATE TRICYCLE COMPOUNDS CO5150169A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US19700398A 1998-11-20 1998-11-20

Publications (1)

Publication Number Publication Date
CO5150169A1 true CO5150169A1 (en) 2002-04-29

Family

ID=22727622

Family Applications (1)

Application Number Title Priority Date Filing Date
CO99072692A CO5150169A1 (en) 1998-11-20 1999-11-18 SYNTHESIS OF USEFUL INTERMEDIARIES TO PAREPARATE TRICYCLE COMPOUNDS

Country Status (13)

Country Link
EP (1) EP1131296A2 (en)
JP (2) JP4663122B2 (en)
CN (1) CN1162404C (en)
AR (1) AR028138A1 (en)
AU (1) AU3790200A (en)
CA (1) CA2351693C (en)
CO (1) CO5150169A1 (en)
HK (1) HK1038698A1 (en)
MY (1) MY121795A (en)
PE (1) PE20001243A1 (en)
TW (1) TW509680B (en)
WO (1) WO2000030589A2 (en)
ZA (1) ZA200103246B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60125343T2 (en) 2000-04-18 2007-06-14 Schering Corp. SYNTHESIS OF INTERMEDIATE PRODUCTS FOR THE PREPARATION OF TRICYCLIC COMPOUNDS
WO2004058719A1 (en) * 2002-12-26 2004-07-15 Cadila Healthcare Limited A process for preparing benzocyclohetapyridin-11-ones
CN108218773A (en) * 2018-02-28 2018-06-29 朱路英 A kind of method for preparing resisting allergic rhinitis drug loratadine intermedite

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4282233B1 (en) 1980-06-19 2000-09-05 Schering Corp Antihistaminic 11-(4-piperidylidene)-5h-benzoÄ5,6Ü-cyclohepta-Ä1,2Ü-pyridines
DE3677842D1 (en) * 1985-05-13 1991-04-11 Schering Corp METHOD FOR THE PRODUCTION OF PIPERIDYLIDES-DIHYDRODIBENZO (A, D) CYCLOHEPTENES AND THEIR AZODERIVATES, COMPOUNDS MADE THEREOF AND THEIR USE FOR THE PREPARATION OF MEDICINAL PRODUCTS.
US4731447A (en) * 1985-05-13 1988-03-15 Schering Corporation Process for preparing piperidylidene dihydro-dibenzo(a,d)-cycloheptenes or aza-derivatives thereof
US5089496A (en) 1986-10-31 1992-02-18 Schering Corporation Benzo[5,6]cycloheptapyridine compounds, compositions and method of treating allergies
CA2245055C (en) * 1989-02-28 2003-03-25 F. Hoffmann-La Roche Ag Amidation of pyridines
US5672750A (en) * 1994-12-16 1997-09-30 Eastman Chemical Company Preparation of aromatic amides from carbon monoxide, an amine and an aromatic chloride
IL117798A (en) * 1995-04-07 2001-11-25 Schering Plough Corp Tricyclic compounds useful for inhibition of g-protein function and for treatment of proliferative diseases and pharmaceutical compositions comprising them
EP1019392B1 (en) 1995-12-22 2005-11-09 Schering Corporation Tricyclic amides useful for inhibition of g-protein function and for treatment of proliferative diseases
DE59701125D1 (en) * 1996-05-09 2000-03-23 Lonza Ag Process for the preparation of arylamides of heteroaromatic carboxylic acids
US5958890A (en) * 1996-09-13 1999-09-28 Schering Corporation Tricyclic compounds useful for inhibition of G-protein function and for treatment of proliferative diseases
CA2284646C (en) * 1997-03-25 2004-04-06 Schering Corporation Synthesis of intermediates useful in preparing tricyclic compounds

Also Published As

Publication number Publication date
EP1131296A2 (en) 2001-09-12
CN1326444A (en) 2001-12-12
AU3790200A (en) 2000-06-13
JP4663122B2 (en) 2011-03-30
ZA200103246B (en) 2002-07-22
WO2000030589A3 (en) 2001-01-04
CA2351693A1 (en) 2000-06-02
JP2002530307A (en) 2002-09-17
HK1038698A1 (en) 2002-03-28
PE20001243A1 (en) 2000-11-15
TW509680B (en) 2002-11-11
JP2010132701A (en) 2010-06-17
AR028138A1 (en) 2003-04-30
CA2351693C (en) 2009-01-20
WO2000030589A2 (en) 2000-06-02
CN1162404C (en) 2004-08-18
MY121795A (en) 2006-02-28

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