WO2011139242A3 - Process for the preparation of 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole derivatives - Google Patents

Process for the preparation of 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole derivatives Download PDF

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Publication number
WO2011139242A3
WO2011139242A3 PCT/SK2011/000011 SK2011000011W WO2011139242A3 WO 2011139242 A3 WO2011139242 A3 WO 2011139242A3 SK 2011000011 W SK2011000011 W SK 2011000011W WO 2011139242 A3 WO2011139242 A3 WO 2011139242A3
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equiv
application
bases
nanh
buona
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PCT/SK2011/000011
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French (fr)
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WO2011139242A2 (en
Inventor
Vladimir ŠNIRC
Marek Buchman
Milan ŠTEFEK
Viktor Bauer
Svorad ŠTOLC
Danica MIHALOVÁ
Vladimír PATOPRSTÝ
František POVAŽANEC
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Ustav Expirementálnej Farmakológie A Toxikológie Sav
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Application filed by Ustav Expirementálnej Farmakológie A Toxikológie Sav filed Critical Ustav Expirementálnej Farmakológie A Toxikológie Sav
Publication of WO2011139242A2 publication Critical patent/WO2011139242A2/en
Publication of WO2011139242A3 publication Critical patent/WO2011139242A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Abstract

The value of the invention is the application of the cyclization of Schiff-bases of the general formula (3a-i), where R1 - R8 are substituents defined in example 1, whereby R9 = Cl using complex bases of amides of group I of the periodic table (NaNH2, KNH2) from 2.1 - 5 equiv. and alcoholates of group I of the periodic table (t-BuONa, tBuOK) from 0.05 - 2 equiv. with the advantage of application of 3 equiv. of NaNH2 and 0.05 equiv. of t-BuONa, or their mixtures with PEG (m.w. = 500 - 6000), or crown ethers, or catalysts of phase transfer lithium in inert proton-free diluents, such as benzene, cyclohexane, toluene, xylene, 1,2-dimethoxyethane, dioxane, etc., with the advantage of using THF, at a temperature from 20 °C to boiling point of the diluent used, or with the application of organo-metallic bases such as LDA, t-BuLi in inert proton-free diluents at a temperature from -80°C to 25 °C.
PCT/SK2011/000011 2010-05-07 2011-05-06 Process for the preparation of 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole derivatives WO2011139242A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SKPP5015-2010 2010-05-07
SK5015-2010A SK50152010A3 (en) 2010-05-07 2010-05-07 Method for preparing 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole derivatives

Publications (2)

Publication Number Publication Date
WO2011139242A2 WO2011139242A2 (en) 2011-11-10
WO2011139242A3 true WO2011139242A3 (en) 2012-03-15

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PCT/SK2011/000011 WO2011139242A2 (en) 2010-05-07 2011-05-06 Process for the preparation of 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole derivatives

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SK (1) SK50152010A3 (en)
WO (1) WO2011139242A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103130802B (en) * 2013-01-22 2015-05-13 天津大学 Tetrahydro-gamma-carboline derivative synthesis method

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU1138164A1 (en) 1963-04-25 1985-02-07 Shadurskij Konstantin S Antihistamine agent "dimebon"

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
KUDZMA LINAS V: "Synthesis of substituted indoles and carbazoles from 2-fluorophenyl imines", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE, no. 11, 1 January 2003 (2003-01-01), pages 1661 - 1666, XP002420430, ISSN: 0039-7881, DOI: 10.1055/S-2003-40880 *

Also Published As

Publication number Publication date
WO2011139242A2 (en) 2011-11-10
SK50152010A3 (en) 2011-12-05

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