CO5690583A2 - PROCEDURE TO PREPARE DERIVATIVES OF AMINOCETALS REPLACED WITH PIRIDINE - Google Patents

PROCEDURE TO PREPARE DERIVATIVES OF AMINOCETALS REPLACED WITH PIRIDINE

Info

Publication number
CO5690583A2
CO5690583A2 CO05078811A CO05078811A CO5690583A2 CO 5690583 A2 CO5690583 A2 CO 5690583A2 CO 05078811 A CO05078811 A CO 05078811A CO 05078811 A CO05078811 A CO 05078811A CO 5690583 A2 CO5690583 A2 CO 5690583A2
Authority
CO
Colombia
Prior art keywords
formula
water
acetylpyridine
suitable solvent
aqueous solution
Prior art date
Application number
CO05078811A
Other languages
Spanish (es)
Inventor
Hans Wolfram Flemming
Original Assignee
Sanofi Aventis Deutschland
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 Sanofi Aventis Deutschland filed Critical Sanofi Aventis Deutschland
Publication of CO5690583A2 publication Critical patent/CO5690583A2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/50—Ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/51—Acetal radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53—Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

1.- Un procedimiento para preparar derivados de 1-(piridinil)-1,1-dialcoxi-1-aminoetano de fórmula (I) donde R1 y R2 son cada uno independientemente del otro un alquilo (C1-C6), donde el grupo alquilo puede ser de cadena lineal o ramificada, o donde R1 y R2 forman junto con los átomos de oxígeno un cetal cíclico en que R1 y R2 juntos son un grupo alquilideno (C2-C4), y donde el radical piridina está sustituido en la posición 2, 3 o 4, que comprende, en la etapa (a) del procedimiento, convertir la acetilpiridina de fórmula (V) usando una disolución acuosa de un compuesto de hidroxilamonio o una disolución acuosa de hidroxilamina, con la adición de una base inorgánica que comprende Mn+, a la sal metálica de acetilpiridinoxima de fórmula (IX), donde n es 1 o 2 y Mn+ es un ión de metal alcalino o alcalinotérreo en la etapa (b) del procedimiento, hacer reaccionar la sal metálica de acetilpiridina de fórmula (IX) con una disolución de un derivado de ácido p-toluensulfónico (X) que contiene un grupo saliente Y donde Y es F, CI o Br, en un disolvente adecuado que es inmiscible en agua o soluble en agua con moderación o insoluble en agua para dar la acetilpiridintosiloxima de fórmula (XI) continuar la reacción en una mezcla bifásica de agua y disolvente adecuado, opcionalmente con el uso de uno o más catalizadores de transferencia de fase, ...1.- A process for preparing 1- (pyridinyl) -1,1-dialkoxy-1-aminoethane derivatives of formula (I) wherein R1 and R2 are each independently of each other a (C1-C6) alkyl, where the group alkyl can be straight or branched chain, or where R1 and R2 together with oxygen atoms form a cyclic ketal in which R1 and R2 together are a (C2-C4) alkylidene group, and where the pyridine radical is substituted in the position 2, 3 or 4, comprising, in step (a) of the process, converting the acetylpyridine of formula (V) using an aqueous solution of a hydroxylammonium compound or an aqueous solution of hydroxylamine, with the addition of an inorganic base that comprising Mn +, to the metal salt of acetylpyridinoxime of formula (IX), where n is 1 or 2 and Mn + is an alkali metal or alkaline earth metal ion in step (b) of the process, reacting the metal salt of acetylpyridine of formula ( IX) with a solution of a derivative of p-toluenesulfonic acid or (X) containing a leaving group Y where Y is F, CI or Br, in a suitable solvent that is immiscible in water or soluble in water in moderation or insoluble in water to give the acetylpyridintosiloxime of formula (XI) continue the reaction in a biphasic mixture of water and suitable solvent, optionally with the use of one or more phase transfer catalysts, ...

CO05078811A 2003-02-11 2005-08-09 PROCEDURE TO PREPARE DERIVATIVES OF AMINOCETALS REPLACED WITH PIRIDINE CO5690583A2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE10305391A DE10305391A1 (en) 2003-02-11 2003-02-11 Preparation of 1-(pyridinyl)-1,1-dialkoxy-1-aminoethane derivatives involves reacting acetylpyridine tosyl oxime with mixture of alkali metal alkoxide or hydroxide or alkaline earth metal alkoxide or hydroxide with alcohol

Publications (1)

Publication Number Publication Date
CO5690583A2 true CO5690583A2 (en) 2006-10-31

Family

ID=32730947

Family Applications (1)

Application Number Title Priority Date Filing Date
CO05078811A CO5690583A2 (en) 2003-02-11 2005-08-09 PROCEDURE TO PREPARE DERIVATIVES OF AMINOCETALS REPLACED WITH PIRIDINE

Country Status (20)

Country Link
EP (1) EP1601648A2 (en)
JP (1) JP4709741B2 (en)
KR (1) KR101114893B1 (en)
CN (1) CN100393701C (en)
AR (1) AR043132A1 (en)
AU (1) AU2004212038B2 (en)
BR (1) BRPI0407349A (en)
CA (1) CA2514255C (en)
CO (1) CO5690583A2 (en)
DE (1) DE10305391A1 (en)
HK (1) HK1086007A1 (en)
IL (1) IL169900A (en)
MX (1) MXPA05007961A (en)
NO (1) NO332353B1 (en)
NZ (1) NZ541735A (en)
PL (1) PL376654A1 (en)
RU (1) RU2336271C2 (en)
TW (1) TWI316054B (en)
WO (1) WO2004072026A2 (en)
ZA (1) ZA200505298B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115477926B (en) * 2022-09-15 2024-06-25 江苏科技大学 Phase change material and preparation method thereof

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4746669A (en) * 1985-12-23 1988-05-24 Merck & Co., Inc. Substituted thiazoles as immunoregulants
US4798841A (en) * 1987-03-31 1989-01-17 Warner-Lambert Company Tetrahydropyridine oxime cholinergic agents and method of treatment
US5792871A (en) * 1996-07-22 1998-08-11 Merck & Co., Inc. Process for N-Boc-N-(R)-2(3-pyridyl)-2-hydroxy-ethyl)-N-2(4-aminophenyl)ethyl amine and 2-(4-aminophenyl)-N-2-(2(R)-hydroxy-2-phyridin-S-yl-ethyl)acetamide
FR2780973B1 (en) * 1998-07-09 2001-10-05 Hoechst Marion Roussel Inc PROCESS FOR THE PREPARATION OF 4- (3-PYRIDINYL) -1H-IMIDAZOLE, AND THE INTERMEDIATES USED

Also Published As

Publication number Publication date
EP1601648A2 (en) 2005-12-07
CA2514255C (en) 2012-01-24
CA2514255A1 (en) 2004-08-26
WO2004072026A2 (en) 2004-08-26
AR043132A1 (en) 2005-07-20
JP4709741B2 (en) 2011-06-22
NO332353B1 (en) 2012-09-03
NZ541735A (en) 2008-06-30
JP2006518716A (en) 2006-08-17
IL169900A0 (en) 2007-07-04
CN100393701C (en) 2008-06-11
ZA200505298B (en) 2008-01-30
WO2004072026A3 (en) 2004-09-30
KR20050101205A (en) 2005-10-20
HK1086007A1 (en) 2006-09-08
AU2004212038B2 (en) 2010-11-25
PL376654A1 (en) 2006-01-09
KR101114893B1 (en) 2012-03-06
NO20054167L (en) 2005-10-31
TWI316054B (en) 2009-10-21
CN1747932A (en) 2006-03-15
AU2004212038A1 (en) 2004-08-26
IL169900A (en) 2010-12-30
MXPA05007961A (en) 2005-09-20
TW200504020A (en) 2005-02-01
RU2336271C2 (en) 2008-10-20
BRPI0407349A (en) 2006-01-10
RU2005128281A (en) 2006-02-10
WO2004072026B1 (en) 2004-11-18
DE10305391A1 (en) 2004-08-19
NO20054167D0 (en) 2005-09-07

Similar Documents

Publication Publication Date Title
AR032453A1 (en) DERIVADOS ALQUINIL FENIL HETEROAROMATICOS ACTIVADORES DE GLUCOQUINASA, A PROCESS FOR ITS PREPARATION, PHARMACEUTICAL COMPOSITIONS, THE USE OF SUCH DERIVATIVES FOR THE PREPARATION OF MEDICINES
ECSP13012373A (en) DERIVATIVES AND HERBICIDES OF 6-ACIL-1,2,4-TRIAZINA-3,5-DIONA
AR015765A1 (en) DIHYDROPIRIMIDINES 2 HETEROCICLICALLY REPLACED, PROCESS FOR PREPARATION, DRUGS THAT CONTAIN THEM, PROCESS FOR THE PREPARATION OF THE SAME DIHYDROPIRIMIDINES FOR THE PREPARATION OF A MEDICINAL PRODUCT.
AR052915A1 (en) DERIVATIVES OF PIRROLIDIN AND PIPERIDIN ACETYLENE
ECSP099638A (en) NEW ADENINE COMPOUND
AR030279A1 (en) DERIVATIVES OF PHENYLAMIDE FOR-AMINO SUBSTITUTED ACTIVATOR OF GLUCOQUINASE, A PROCEDURE FOR ITS PREPARATION, PHARMACEUTICAL COMPOSITIONS AND THE USE OF SUCH DERIVATIVES FOR THE PREPARATION OF MEDICINES.
ECSP056016A (en) NEW DERIVATIVES OF 2-PYRIDINACARBOXAMIDA
ES2181320T3 (en) PROCEDURE FOR THE PRODUCTION OF SOLID DOSAGE FORMS.
ATE409461T1 (en) HFC SOLUTION FORMULATIONS CONTAINING AN ANTICHOLINERGIC
AR038481A1 (en) DERIVATIVES OF DIHIDROBENZODIAZEPIN-2-ONA III FOR THE TREATMENT OF NEUROLOGICAL DISORDERS
AR036107A1 (en) DERIVATIVES OF 6-PHENYLPIRROLPIRIMIDINDIONA, ANTAGONIST OF ADENOSINE A2 RECEPTORS, PARTICULARLY OF SUBTIPO A2, APPLICATION IN THE PREVENTION OF THE DEGRANULATION OF MASTOCITS; PHARMACEUTICAL COMPOSITIONS FORMULATED WITH SUCH COMPOUNDS AND THE SAME USE IN THE PREPARATION OF MEDIUM
EA201100975A1 (en) DERIVATIVES 1,2,4-OXADIAZOLE AND THEIR APPLICATION IN THERAPY
AR051795A1 (en) HYDANTOIN DERIVATIVES METALOPROTEINASE INHIBITORS
AR084905A1 (en) DERIVATIVES OF 2,3-DIHIDRO-FURO [2,3-C] PIRIDINE, PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM AND THEIR USE IN THE TREATMENT OF DISEASES MEDIATED BY THE ACTIVATION OF THE GPR119 RECEPTOR COUPLED TO PROTEINS G
CO5590895A2 (en) DERIVATIVES OF SULFONAMIDS, ITS PREPARATION AND ITS APPLICATION AS MEDICATIONS
ES2061848T3 (en) TRICYCLE COMPOUNDS, PROCEDURES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS THAT INCLUDE THEM.
MX2009007954A (en) Heterocyclidene-n-(aryl)acetamide derivative.
EA201171385A1 (en) CYCLOPENT DERIVATIVES [C] Pyrrolylalkylcarbamates of 5-member heterocycles, method of their production and their use in therapy
AR032185A1 (en) CIS-PLATINO COMPLEXES, USEFUL AS ANTITUMOR AGENTS, AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
CO4980887A1 (en) NEW 3,4-DIARILTIAZOLINA-2-UNO OR 2-TIONO DERIVATIVES, THEIR PREPARATION METHODS AND THERAPEUTIC USE
CR7249A (en) DERIVATIVES OF DIAMINE, PROCESS TO PRODUCE THE DERIVATIVES OF DIAMINE, AND FUNGUICIDES CONTAINING THE DERIVATIVES OF DIAMINE AS ACTIVE INGREDIENT
AR036176A1 (en) A PHENYL-ACETAMID-TIAZOL DERIVATIVE, A PROCEDURE FOR PREPARATION, A PHARMACEUTICAL COMPOSITION THAT INCLUDES IT, A PRODUCT OR KIT THAT UNDERSTANDS THEM, AND A METHOD THAT USES SUCH DERIVATIVE
PE20011137A1 (en) METALOPROTEASE INHIBITORS CONTAINING N-SUBSTITUTED HETEROCYCLIC SIDE CHAINS
CO5690583A2 (en) PROCEDURE TO PREPARE DERIVATIVES OF AMINOCETALS REPLACED WITH PIRIDINE
HUP0003942A2 (en) Substituted 3,3-diamino-2-propenenitriles, their preparation and use

Legal Events

Date Code Title Description
FG Application granted