WO1999065318A2 - Amines substituees de maniere geminee - Google Patents

Amines substituees de maniere geminee Download PDF

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Publication number
WO1999065318A2
WO1999065318A2 PCT/EP1999/004256 EP9904256W WO9965318A2 WO 1999065318 A2 WO1999065318 A2 WO 1999065318A2 EP 9904256 W EP9904256 W EP 9904256W WO 9965318 A2 WO9965318 A2 WO 9965318A2
Authority
WO
WIPO (PCT)
Prior art keywords
group
substituted
alkyl
alkyl group
nitro
Prior art date
Application number
PCT/EP1999/004256
Other languages
German (de)
English (en)
Other versions
WO1999065318A3 (fr
Inventor
Herwig Buchholz
Urs Welz-Biermann
Original Assignee
Merck Patent Gmbh
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
Priority claimed from DE19827166A external-priority patent/DE19827166A1/de
Priority claimed from DE19827163A external-priority patent/DE19827163A1/de
Priority claimed from DE19827164A external-priority patent/DE19827164A1/de
Priority claimed from DE19827161A external-priority patent/DE19827161A1/de
Priority claimed from DE19827165A external-priority patent/DE19827165A1/de
Priority claimed from DE19844194A external-priority patent/DE19844194A1/de
Application filed by Merck Patent Gmbh filed Critical Merck Patent Gmbh
Priority to JP2000554208A priority Critical patent/JP2003524588A/ja
Priority to EP99932703A priority patent/EP1088029A1/fr
Priority to KR1020007014315A priority patent/KR20010072617A/ko
Publication of WO1999065318A2 publication Critical patent/WO1999065318A2/fr
Publication of WO1999065318A3 publication Critical patent/WO1999065318A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/023—Preparation; Separation; Stabilisation; Use of additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0201—Oxygen-containing compounds
    • B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
    • B01J31/0212—Alkoxylates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • B01J31/0237—Amines
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0272—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255
    • B01J31/0274—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255 containing silicon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/66—Preparation of compounds containing amino groups bound to a carbon skeleton from or via metallo-organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C07D295/03—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne une amine de la formule générale (I), où R1 et R2 peuvent être identiques ou différents et désignent dans chaque cas indépendamment l'un de l'autre alkyle substitué ou non substitué, cycloalkyle, alkényle, cycloalkényle, alkinyle, aryle ou trialkylsilyle ou R1 et R2 peuvent former conjointement avec l'atome d'azote auquel ils sont liés, un composé cycloalkyle substitué ou non substitué qui, outre l'atome d'azote, peut contenir au moins un autre hétéroatome, sélectionné dans le groupe comprenant azote, oxygène ou soufre; R3 est sélectionné parmi hydrogène et méthyle pouvant éventuellement être substitué par 1 à 3 atomes de fluor; R4 et R5 peuvent être identiques ou différents et désignent dans chaque cas indépendamment l'un de l'autre, alkyle substitué ou non substitué, cycloalkyle, alkényle, cycloalkényle ou alkinyle, ou un de leurs sels.
PCT/EP1999/004256 1998-06-18 1999-06-18 Amines substituees de maniere geminee WO1999065318A2 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2000554208A JP2003524588A (ja) 1998-06-18 1999-06-18 ジェミナルに置換されたアミン
EP99932703A EP1088029A1 (fr) 1998-06-18 1999-06-18 Amines substituees de maniere geminee
KR1020007014315A KR20010072617A (ko) 1998-06-18 1999-06-18 동일 자리 탄소가 치환된 아민

Applications Claiming Priority (14)

Application Number Priority Date Filing Date Title
DE19827166A DE19827166A1 (de) 1998-06-18 1998-06-18 Verfahren zur katalytischen Disubstitution von Carbonsäureamiden mit wenigstens einem Grignardreagenz
DE19827163.8 1998-06-18
DE19827163A DE19827163A1 (de) 1998-06-18 1998-06-18 Verfahren zur katalytischen, unsymmetrischen Disubstitution von Carbonsäureamiden mit 2 unterschiedlichen Grignardreagenzien
DE19827166.2 1998-06-18
DE19827164A DE19827164A1 (de) 1998-06-18 1998-06-18 Katalytisch Titan(IV)-oxid vermittelte geminale symmetrische Dialkylierung von Carbonsäureamiden
DE19827165.4 1998-06-18
DE19827167.0 1998-06-18
DE19827164.6 1998-06-18
DE19827167 1998-06-18
DE19827161A DE19827161A1 (de) 1998-06-18 1998-06-18 Verfahren zur katalytischen, symmetrischen Disubstitution von Carbonsäureamiden mit Grignardreagenzien
DE19827161.1 1998-06-18
DE19827165A DE19827165A1 (de) 1998-06-18 1998-06-18 Katalytisch Titan(IV)-oxid-vermittelte geminale unsymmetrische Dialkylierung von Carbonsäureamiden
DE19844194A DE19844194A1 (de) 1998-06-18 1998-09-26 Verfahren zur symmetrischen oder unsymmetrischen Disubstitution von Carbonsäureamiden mit Organotitanaten und Grignardreagenzien
DE19844194.0 1998-09-26

Publications (2)

Publication Number Publication Date
WO1999065318A2 true WO1999065318A2 (fr) 1999-12-23
WO1999065318A3 WO1999065318A3 (fr) 2003-04-17

Family

ID=27561759

Family Applications (4)

Application Number Title Priority Date Filing Date
PCT/EP1999/004257 WO1999065863A1 (fr) 1998-06-18 1999-06-18 Procede pour preparer des bibliotheques combinatoires d'amines
PCT/EP1999/004256 WO1999065318A2 (fr) 1998-06-18 1999-06-18 Amines substituees de maniere geminee
PCT/EP1999/004255 WO1999065855A2 (fr) 1998-06-18 1999-06-18 Bibliotheques combinatoires d'amines substituees de maniere geminee
PCT/EP1999/004258 WO1999065864A2 (fr) 1998-06-18 1999-06-18 Amines substituees de maniere geminee

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/004257 WO1999065863A1 (fr) 1998-06-18 1999-06-18 Procede pour preparer des bibliotheques combinatoires d'amines

Family Applications After (2)

Application Number Title Priority Date Filing Date
PCT/EP1999/004255 WO1999065855A2 (fr) 1998-06-18 1999-06-18 Bibliotheques combinatoires d'amines substituees de maniere geminee
PCT/EP1999/004258 WO1999065864A2 (fr) 1998-06-18 1999-06-18 Amines substituees de maniere geminee

Country Status (3)

Country Link
EP (2) EP1087929A1 (fr)
JP (2) JP2003524588A (fr)
WO (4) WO1999065863A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19960377A1 (de) * 1999-12-14 2001-06-21 Merck Patent Gmbh Verfahren zur Herstellung kombinatorischer Aminbibliotheken
DE19961372A1 (de) * 1999-12-17 2001-06-21 Merck Patent Gmbh Verfahren zur Herstellung kombinatorischer Bibliotheken arylsubstituierter Amine
CN103167866B (zh) * 2010-09-20 2015-09-23 瑟纳治疗公司 用于寡核苷酸递送的新型低分子量阳离子脂质
GB201208775D0 (en) 2012-05-18 2012-07-04 Uni I Oslo Chemical compounds

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB807835A (en) * 1955-07-01 1959-01-21 Thomae Gmbh Dr K New tertiary amines and their salts and process for their preparation
GB921943A (en) * 1959-11-25 1963-03-27 Lilly Co Eli Anti-hypertensive compositions
US4020059A (en) * 1975-06-02 1977-04-26 Nippon Shokubai Kagaku Kogyo Co., Ltd. Process for preparing tertiary amines
DE2725245A1 (de) * 1976-06-03 1977-12-15 Labaz Methylaminderivate, verfahren zu deren herstellung und diese enthaltende pharmazeutische oder veterinaermedizinische zusammensetzungen
DE2657476A1 (de) * 1976-12-18 1978-06-22 Basf Ag Morpholinderivate
WO1998000398A1 (fr) * 1996-06-28 1998-01-08 University Of Southern California Methode de synthese d'amines et d'acides amines avec des derives organobores

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2207137A1 (fr) * 1996-06-14 1997-12-14 James Erwin Fritz Procede combinatoire a l'aide d'agent d'elimination pour la preparation de banques d'amine secondaire

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB807835A (en) * 1955-07-01 1959-01-21 Thomae Gmbh Dr K New tertiary amines and their salts and process for their preparation
GB921943A (en) * 1959-11-25 1963-03-27 Lilly Co Eli Anti-hypertensive compositions
US4020059A (en) * 1975-06-02 1977-04-26 Nippon Shokubai Kagaku Kogyo Co., Ltd. Process for preparing tertiary amines
DE2725245A1 (de) * 1976-06-03 1977-12-15 Labaz Methylaminderivate, verfahren zu deren herstellung und diese enthaltende pharmazeutische oder veterinaermedizinische zusammensetzungen
DE2657476A1 (de) * 1976-12-18 1978-06-22 Basf Ag Morpholinderivate
WO1998000398A1 (fr) * 1996-06-28 1998-01-08 University Of Southern California Methode de synthese d'amines et d'acides amines avec des derives organobores

Non-Patent Citations (14)

* Cited by examiner, † Cited by third party
Title
"BEILSTEINS HANDBUCH DER ORGANISCHEN CHEMIE, vierte Auflage, drittes Erg{nzungswerk, Band IV, erster Teil, S. 308, 428" 1962 , SPRINGER-VERLAG , BERLIN . G\TTINGEN . HEIDELBERG XP002118210 Seite 308, Absatz 1; Seite 428, Absatz 7, Absatz 8 *
"BEILSTEINS HANDBUCH DER ORGANISCHEN CHEMIE, vierte Auflage, drittes Erg{nzungswerk, Band XII, vierter Teil, S. 2223-2224" 1972 , SPRINGER-VERLAG , BERLIN . HEIDELBERG . NEW YORK XP002118212 Seite 2223, Abs{tze 4, 8, 9; Seite 2224, Abs{tze 3, 4 *
"BEILSTEINS HANDBUCH DER ORGANISCHEN CHEMIE, vierte Auflage, drittes und viertes Erg{nzungswerk, Bd 20, erster Teil, S. 316" 1977 , SPRINGER-VERLAG , BERLIN . HEIDELBERG . NEW YORK XP002117681 Seite 316, Abs{tze 1,3 *
"BEILSTEINS HANDBUCH DER ORGANISCHEN CHEMIE, vierte Auflage, viertes Erg{nzungswerk, Band IV, erster Teil, S. 689, 745" 1977 , SPRINGER-VERLAG , BERLIN . HEIDELBERG . NEW YORK XP002118211 Seite 689, Abs{tze 6, 8, 9; Seite 745, Abs{tze 1, 5, 6 *
"BEILSTEINS HANDBUCH DER ORGANISCHEN CHEMIE, vierte Auflage, viertes Erg{nzungswerk, Band XII, vierter Teil, S. 2182" 1984 , SPRINGER-VERLAG , BERLIN . HEIDELBERG . NEW YORK . TOKYO XP002118213 Seite 2182, Absatz 5 *
"HOUBEN-WEYL, METHODEN DER ORGANISCHEN CHEMIE, vol. XI/1, S. 820-823" 1957 , GEORG THIEME VERLAG , STUTTGART, DE XP002117680 Seite 820, Absatz 2 -Seite 823, Absatz 1 *
CHEMICAL ABSTRACTS, vol. 80, no. 21, 27. Mai 1974 (1974-05-27) Columbus, Ohio, US; abstract no. 120423p, IBANEZ-PANIELLO: "Synthesis of dibenzylamine derivatives..." Seite 394; Spalte 1; XP002118214 & AN. QUIM., Bd. 69, Nr. 9-10, 1973, Seiten 1047-1054, *
FRANK G. RIDDELL ET AL.: "Intramolecular motions....." JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 2.,1996, Seiten 493-504, XP002118208 LETCHWORTH GB *
KUFFNER ET AL.: "]ber hochverzeigte aliphatische Verbindungen." MONATSHEFTE F]R CHEMIE , Bd. 82, 1951, Seiten 330-335, XP002117674 *
KUFFNER F. ET AL.: "]ber hochverzweigte aliphatische Verbindungen" MONATSHEFTE F]R CHEMIE, Bd. 93, 1962, Seiten 499-475, XP002117676 in der Anmeldung erw{hnt *
MICHAEL B. SMITH ET AL.: "Reaction of amines with cyclopropylcarbinyl halides" JOURNAL OF ORGANIC CHEMISTRY., Bd. 50, Nr. 24, 1985, Seiten 4815-4821, XP002118209 EASTON US *
N. MAXIM ET AL.: "Sur la méthode de Bouveault ...." BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE., Bd. 5, Nr. 3, 1936, Seiten 1084-1093, XP002117677 SOCIETE FRANCAISE DE CHIMIE. PARIS., FR ISSN: 0037-8968 *
R. LUKÈS ET AL.: "]ber die Spaltung verzweigter terti{rer Basen II." COLLECTION CZECHOSLOVAK CHEMICAL COMMUNICATIONS, Bd. 25, 1960, Seiten 461-464, XP002117678 *
R. LUKÈS ET AL.: "Die Spaltung verzweigter, optisch aktiver terti{rer basen" COLLECTION CZECHOSLOVAK CHEMICAL COMMUNICATIONS, Bd. 24, 1959, Seiten 110-115, XP002117675 in der Anmeldung erw{hnt *

Also Published As

Publication number Publication date
WO1999065864A2 (fr) 1999-12-23
WO1999065855A3 (fr) 2003-12-11
WO1999065855A2 (fr) 1999-12-23
WO1999065864A3 (fr) 2003-05-22
JP2003524588A (ja) 2003-08-19
WO1999065318A3 (fr) 2003-04-17
EP1087929A1 (fr) 2001-04-04
EP1088029A1 (fr) 2001-04-04
JP2002518366A (ja) 2002-06-25
WO1999065863A1 (fr) 1999-12-23

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