AR036882A1 - Sintesis de (4-bromofenil)(4-piperidil)metanona-(z)-o-etiloxima y sales - Google Patents

Sintesis de (4-bromofenil)(4-piperidil)metanona-(z)-o-etiloxima y sales

Info

Publication number
AR036882A1
AR036882A1 ARP020103833A ARP020103833A AR036882A1 AR 036882 A1 AR036882 A1 AR 036882A1 AR P020103833 A ARP020103833 A AR P020103833A AR P020103833 A ARP020103833 A AR P020103833A AR 036882 A1 AR036882 A1 AR 036882A1
Authority
AR
Argentina
Prior art keywords
formula
compound
acid
isomer
halogen
Prior art date
Application number
ARP020103833A
Other languages
English (en)
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 AR036882A1 publication Critical patent/AR036882A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • C07D211/28—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms to which a second hetero atom is attached

Abstract

En una realización, la presente describe la síntesis de (4-bromofenill)(4-piperidil)metanona-(Z)-O-etiloxima y sus sales de ácido y compuestos similares, en alta pureza estereoquímica. Reivindicación 1: Un proceso para la preparación de un compuesto de fórmula (1) donde X = halógeno, en donde dicho compuesto está en su forma de isómero Z en por lo menos aproximadamente 90% de pureza estereoquímica, y "Acido" se refiere a sal de ácido; dicho proceso comprende: (a) convertir ácido isonipecótico (fórmula 2) en su derivado N-protegido (fórmula 3), donde Y es un grupo protector; (b) convertir el compuesto de fórmula (3) en su haluro ácido (fórmula 4) donde G = halógeno; (c) hacer reaccionar dicho compuesto de fórmula (4) con un halobenceno adecuado en presencia de un catalizador de Friedel-Crafts adecuado, para producir el compuesto de Fórmula (5) donde X es un halógeno; (d) hacer reaccionar el compuesto de fórmula (5) con una alcoxiamina y un ácido para proporcionar el compuesto de fórmula (6) como una mezcla de los isómeros Z y E; y (e) isomerizar el compuesto de fórmula (6) mediante el tratamiento con un ácido fuerte, y en forma simultánea convertir en la sal de ácido deseada de fórmula (1) enriquecida con un isómero Z, en donde el isómero Z predomina sobre el isómero E por lo menos por una relación de 90:10.
ARP020103833A 2001-10-15 2002-10-11 Sintesis de (4-bromofenil)(4-piperidil)metanona-(z)-o-etiloxima y sales AR036882A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US32956201P 2001-10-15 2001-10-15

Publications (1)

Publication Number Publication Date
AR036882A1 true AR036882A1 (es) 2004-10-13

Family

ID=23285983

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP020103833A AR036882A1 (es) 2001-10-15 2002-10-11 Sintesis de (4-bromofenil)(4-piperidil)metanona-(z)-o-etiloxima y sales

Country Status (9)

Country Link
US (2) US6914142B2 (es)
EP (1) EP1436262A1 (es)
JP (2) JP2005506355A (es)
CN (1) CN1308308C (es)
AR (1) AR036882A1 (es)
CA (1) CA2463506C (es)
MX (1) MXPA04003478A (es)
WO (1) WO2003033465A1 (es)
ZA (1) ZA200402068B (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6914142B2 (en) * 2001-10-15 2005-07-05 Schering Corporation Synthesis of (4-bromopnenyl)(4-piperidyl)methanone-(Z)-O-ethyloxime and salts
US10710977B2 (en) * 2017-02-08 2020-07-14 Nissan Chemical Corporation Method for producing geometrical isomer of oximino compound

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4408054A (en) 1981-11-12 1983-10-04 Hoechst-Roussel Pharmaceuticals Inc. Oximes of 4-benzoyl-piperidines
US5093341A (en) * 1987-12-17 1992-03-03 Merrell Dow Pharmaceuticals Inc. N-aralkyl piperidine derivatives useful as antithrombolytic agents
US5889006A (en) * 1995-02-23 1999-03-30 Schering Corporation Muscarinic antagonists
KR100439357B1 (ko) 1999-05-04 2004-07-07 쉐링 코포레이션 Ｃｃｒ５ 길항제로서 유용한 피페리딘 유도체
US6914142B2 (en) * 2001-10-15 2005-07-05 Schering Corporation Synthesis of (4-bromopnenyl)(4-piperidyl)methanone-(Z)-O-ethyloxime and salts
US6642385B2 (en) * 2001-10-15 2003-11-04 Schering Corporation Synthesis of 4-(piperidyl)(2-pyridyl)methanone-(E)-O-methyloxime and salts

Also Published As

Publication number Publication date
US20050171159A1 (en) 2005-08-04
US7524963B2 (en) 2009-04-28
MXPA04003478A (es) 2004-07-30
CA2463506A1 (en) 2003-04-24
JP2009173688A (ja) 2009-08-06
JP2005506355A (ja) 2005-03-03
CN1308308C (zh) 2007-04-04
ZA200402068B (en) 2005-04-28
US6914142B2 (en) 2005-07-05
CN1571768A (zh) 2005-01-26
US20030092731A1 (en) 2003-05-15
EP1436262A1 (en) 2004-07-14
WO2003033465A1 (en) 2003-04-24
CA2463506C (en) 2011-01-04

Similar Documents

Publication Publication Date Title
AR030324A1 (es) Derivados de 4-fenil-piridina
SE0103046D0 (sv) Kristallin bas av citalopram
CO4950563A1 (es) Nuevos compuestos
AR051373A1 (es) Procedimiento para la preparacion de analogos aciclicos de nucleotidos de fosfonatos
AR035689A1 (es) Diarilureas sustituidas, composiciones farmaceuticas que las comprenden, usos de dichos compuestos y procesos para la preparacion de dichos compuestos
GT199900216A (es) Polimorfos de acido 2-(3-ciano-4-isobutiloxifenil)-4-metil-5-tiazol carboxilico y metodo de produccion de los mismos.
BG106219A (en) Process for the preparation of pure citalopram
NO20011271D0 (no) FremgangsmÕte for fremstilling av ren citalopram
PA8572001A1 (es) Derivados de isoquinolina
PE20000477A1 (es) Procedimiento para la preparacion de (s,s)-bencil-2,8-diazabiciclo[4.3.0)nonano
GR1003795B (el) Μεθοδος παρασκευης της σιταλοπραμης.
AR036882A1 (es) Sintesis de (4-bromofenil)(4-piperidil)metanona-(z)-o-etiloxima y sales
PT946493E (pt) Processo de preparacao de um derivado naftalenamina
EA021733B1 (ru) Ключевые промежуточные соединения для синтеза розувастатина или его фармацевтически приемлемых солей
AR032433A1 (es) Proceso para la preparacion de un isomero de anillo de 5 miembros 3-sustituido y compuestos intermediarios utiles en el mismo
ES2232588T3 (es) Procedimiento pra la preparacion de (+-) - trans-4-p-fluorofenil -3- hidroximetil-1-metilpiperidina.
US2573644A (en) beta-chloroethyl aminoindanes
CO4810299A1 (es) Procedimiento para alquilar sulfonamidas impedidas esteri- camente
AR004015A1 (es) Procedimiento para preparar compuestos de quinolina o sales farmaceuticamente aceptables de los mismos, y compuestos intermediarios
AR029893A1 (es) Metodo para la preparacion de citalopram, intermediarios y composicion farmaceutica
PA8525601A1 (es) Profarmacos de (3s,4s)-4-bencil-1-[2-(4-hidroxi-bencenosulfonil)-etil]-piperidin-3-ol
AR098504A1 (es) Procedimiento para la preparación de clorhidrato de donepezilo formas i y iii; y de un compuesto intermediario del mismo
AR035073A1 (es) Un procedimiento para preparar un derivado de distamicina y un compuesto intermedio
AR012346A1 (es) Proceso para la fabricacion de compuestos racemicos, compuestos obtenidos por dicho proceso y compuestos intermediarios
AR047061A1 (es) Sintesis de un polimorfo de clorhidrato hidratado de 4-amino-5-cloro-2-metoxi-n-(1-azabiciclo[3.3.1]non-4-il)benzamida

Legal Events

Date Code Title Description
FB Suspension of granting procedure