LT2002103A - Method for the preparation of (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine (terbinafine) - Google Patents

Method for the preparation of (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine (terbinafine)

Info

Publication number
LT2002103A
LT2002103A LT2002103A LT2002103A LT2002103A LT 2002103 A LT2002103 A LT 2002103A LT 2002103 A LT2002103 A LT 2002103A LT 2002103 A LT2002103 A LT 2002103A LT 2002103 A LT2002103 A LT 2002103A
Authority
LT
Lithuania
Prior art keywords
naphthalenemethanamine
methyl
hepten
terbinafine
ynyl
Prior art date
Application number
LT2002103A
Other languages
Lithuanian (lt)
Other versions
LT5051B (en
Inventor
Ivan Kakalik
Vladimir Oremus
Vendel MAHOVSKY
Vladislav �NUPAREK
Du�an VANDAK
Ivan Varga
Ladislav JE�EK
Marian Zemanek
Valdemar �TALMACH
Original Assignee
Slovakofarma, A. S.
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 Slovakofarma, A. S. filed Critical Slovakofarma, A. S.
Publication of LT2002103A publication Critical patent/LT2002103A/en
Publication of LT5051B publication Critical patent/LT5051B/en

Links

Classifications

    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The method for the preparation of (E)-N-(6,6-dimethyl-2-hepten-4-ynyl))-N-methyl-1-naphthalenemethanamine (terbinafine) from N-methyl-1-naphthalenemethanamine and (E)-1,3-dichlorpropene and by subsequent reaction with 3,3-dimethylbut-1-yne characterised in that the whole reaction sequence is carried out without any isolation of intermediates. All sequential reactions are carried out in the solvent system common for the whole reaction sequence and inert to the reactants and intermediates presentin the process. The method according to the present invention may also include additional purification steps.
LT2002103A 2000-04-07 2002-09-19 Method for the preparation of (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine (terbinafine) LT5051B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SK520-2000A SK5202000A3 (en) 2000-04-07 2000-04-07 Method for the preparation of (e)-n-(6,6-dimethyl-2-hepten-4- inyl)-n-methyl-1-naphthalenemethylamine (terbinaphin)

Publications (2)

Publication Number Publication Date
LT2002103A true LT2002103A (en) 2003-05-26
LT5051B LT5051B (en) 2003-08-25

Family

ID=20435846

Family Applications (1)

Application Number Title Priority Date Filing Date
LT2002103A LT5051B (en) 2000-04-07 2002-09-19 Method for the preparation of (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine (terbinafine)

Country Status (7)

Country Link
AU (1) AU2001248998A1 (en)
EE (1) EE200200583A (en)
HU (1) HUP0302919A3 (en)
LT (1) LT5051B (en)
LV (1) LV12955B (en)
SK (1) SK5202000A3 (en)
WO (1) WO2001077064A1 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100459275B1 (en) * 2001-12-28 2004-12-03 주식회사유한양행 A PROCESS FOR THE PREPARATION OF TERBINAFINE OR HCl SALT THEREOF
KR20030066186A (en) * 2002-02-05 2003-08-09 한솔케미언스 주식회사 Process for preparation of Terbinafin
ITMI20022534A1 (en) * 2002-11-29 2004-05-30 Dinamite Dipharma S P A PROCEDURE FOR THE PREPARATION OF TERBINAFINA BY USING PLATINUM AS A CATALYST.
MX367916B (en) * 2005-10-31 2019-09-11 Janssen Pharmaceutica N V Star Processes for the preparation of cyclopropyl-amide derivatives.
US7728129B2 (en) * 2005-10-31 2010-06-01 Janssen Pharmaceutica Nv Processes for the preparation of piperazinyl and diazapanyl benzamide derivatives
CN101624328B (en) * 2009-07-31 2011-12-14 山东铂源化学有限公司 Method for synthesizing (E)-1-chlorine-6, 6-dimethyl-2-heptylene-4-alkyne
CN104725240B (en) * 2015-02-12 2017-05-24 吉林修正药业新药开发有限公司 Method for preparing terbinafine hydrochloride Z-shaped isomer
CN105016966A (en) * 2015-07-31 2015-11-04 江苏恒润制药有限公司 Preparation method of (E)-1-chloro-6,6-dimethyl-2-heptene-4-alkyne
CN111153807B (en) * 2020-01-16 2023-01-06 河南豫辰药业股份有限公司 Preparation method of N, N-dimethylamino chloropropane hydrochloride

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3069633D1 (en) 1979-08-22 1984-12-20 Sandoz Ag Propenylamines, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals
CH678527A5 (en) 1989-06-22 1991-09-30 Sandoz Ag Trans(E)-N-(1-naphthyl:methyl)-heptenyl-amine prepn. - by simultaneously converting crude mixt. contg. cis and trans isomers to salt and precipitating trans isomer
JP3116364B2 (en) * 1989-10-02 2000-12-11 萬有製薬株式会社 Method for producing enyne derivatives
NZ280065A (en) 1995-09-20 1998-04-27 Apotex Inc Preparation of n-alkyl-n-(1-naphthylmethyl)alk-2-en-4-ynylamine derivatives

Also Published As

Publication number Publication date
EE200200583A (en) 2004-04-15
WO2001077064A1 (en) 2001-10-18
WO2001077064A8 (en) 2002-01-03
HUP0302919A3 (en) 2004-09-28
HUP0302919A2 (en) 2003-12-29
LT5051B (en) 2003-08-25
LV12955B (en) 2003-04-20
AU2001248998A1 (en) 2001-10-23
SK5202000A3 (en) 2001-12-03

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Legal Events

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Effective date: 20040405