PE20211237A1 - Preparacion de nicotina racemica mediante reaccion de etil nicotinato con n-vinilpirrolidona en presencia de una base de alcoholato y etapas de proceso posteriores - Google Patents

Preparacion de nicotina racemica mediante reaccion de etil nicotinato con n-vinilpirrolidona en presencia de una base de alcoholato y etapas de proceso posteriores

Info

Publication number
PE20211237A1
PE20211237A1 PE2020000801A PE2020000801A PE20211237A1 PE 20211237 A1 PE20211237 A1 PE 20211237A1 PE 2020000801 A PE2020000801 A PE 2020000801A PE 2020000801 A PE2020000801 A PE 2020000801A PE 20211237 A1 PE20211237 A1 PE 20211237A1
Authority
PE
Peru
Prior art keywords
vinylpyrrolidone
reaction
preparation
processing steps
subsequent processing
Prior art date
Application number
PE2020000801A
Other languages
English (en)
Inventor
Beat Weber
Christian Lothschutz
Ben Pan
Original Assignee
Siegfried Ag
Contraf Nicotex Tobacco 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
Application filed by Siegfried Ag, Contraf Nicotex Tobacco Gmbh filed Critical Siegfried Ag
Publication of PE20211237A1 publication Critical patent/PE20211237A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/34—Tobacco-abuse
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Addiction (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Neurology (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Psychiatry (AREA)
  • Epidemiology (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Manufacture Of Tobacco Products (AREA)

Abstract

La presente invencion se refiere a un metodo de preparacion de un compuesto de formula I-a (nicotina), que comprende: a) hacer reaccionar nicotinato de etilo y N-vinilpirrolidona en presencia de una base de alcoholato para dar 3-nicotinoil-1-vinilpirrolidin-2-ona, b) hacer reaccionar la 3-nicotinoil-1-vinilpirrolidin-2-ona con un acido para dar miosmina, c) reducir la miosmina para dar nornicotina usando un agente reductor, d) metilar la nornicotina para obtener el compuesto de formula l-a; dicho metodo es ecologico ya que no se usan productos quimicos nocivos durante la sintesis.
PE2020000801A 2017-12-22 2018-12-18 Preparacion de nicotina racemica mediante reaccion de etil nicotinato con n-vinilpirrolidona en presencia de una base de alcoholato y etapas de proceso posteriores PE20211237A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP17210187 2017-12-22
PCT/EP2018/085437 WO2019121644A1 (en) 2017-12-22 2018-12-18 Preparation of racemic nicotine by reaction of ethyl nicotinate with n-vinylpyrrolidone in the presence of an alcoholate base and subsequent process steps

Publications (1)

Publication Number Publication Date
PE20211237A1 true PE20211237A1 (es) 2021-07-09

Family

ID=60782090

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2020000801A PE20211237A1 (es) 2017-12-22 2018-12-18 Preparacion de nicotina racemica mediante reaccion de etil nicotinato con n-vinilpirrolidona en presencia de una base de alcoholato y etapas de proceso posteriores

Country Status (25)

Country Link
US (1) US11407730B2 (es)
EP (1) EP3728215B1 (es)
JP (1) JP7085641B2 (es)
KR (1) KR102575964B1 (es)
CN (1) CN111511726A (es)
AU (1) AU2018391652B2 (es)
BR (1) BR112020012457A2 (es)
CA (1) CA3085245C (es)
CL (1) CL2020001657A1 (es)
CY (1) CY1124741T1 (es)
DK (1) DK3728215T3 (es)
ES (1) ES2898315T3 (es)
HR (1) HRP20211777T1 (es)
HU (1) HUE057748T2 (es)
IL (1) IL275584B2 (es)
LT (1) LT3728215T (es)
MY (1) MY201265A (es)
PE (1) PE20211237A1 (es)
PL (1) PL3728215T3 (es)
PT (1) PT3728215T (es)
RS (1) RS62759B1 (es)
RU (1) RU2753548C1 (es)
SG (1) SG11202005639UA (es)
SI (1) SI3728215T1 (es)
WO (1) WO2019121644A1 (es)

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RU2753492C1 (ru) 2017-12-22 2021-08-17 Зигфрид АГ Хиральное разделение смеси энантиомеров никотина
CN110256403B (zh) * 2019-07-02 2020-06-19 深圳市馨艺坊生物科技有限公司 一种人工合成尼古丁的制备方法
WO2021127986A1 (zh) * 2019-12-24 2021-07-01 深圳雾芯科技有限公司 一种制备尼古丁的方法
CN112125883A (zh) * 2020-10-22 2020-12-25 东莞市鸿馥生物科技有限公司 一种消旋烟碱的合成方法
CN114437025B (zh) * 2020-11-05 2023-08-25 上海零诺生物科技有限公司 消旋6-甲基烟碱及其制备方法、以及应用
CN112409327A (zh) * 2020-11-18 2021-02-26 山东金城医药化工有限公司 一种高光学纯度烟碱的制备方法
CN112795603B (zh) * 2020-12-14 2022-06-24 山东金城医药化工有限公司 一种制备(s)-2-(3-吡啶)-吡咯烷的方法
CN113087697A (zh) * 2021-04-12 2021-07-09 深圳市优绿信生物科技有限公司 一种尼古丁的合成方法
CN114702474B (zh) * 2021-04-21 2023-03-28 黄冈中有生物科技有限公司 一种左旋烟碱的制备方法
CN114644614B (zh) * 2021-04-21 2023-03-28 黄冈中有生物科技有限公司 一种左旋烟碱的制备方法
CN115246815A (zh) * 2021-04-27 2022-10-28 黄冈中有生物科技有限公司 一种烟碱的制备方法
CN115260088A (zh) * 2021-04-30 2022-11-01 武汉中有药业有限公司 烟碱及其中间体的制备方法
CN113475740B (zh) * 2021-07-10 2022-10-21 深圳市真味生物科技有限公司 一种手性合成尼古丁的制备方法
CN113475739B (zh) * 2021-07-10 2022-11-11 深圳市真味生物科技有限公司 一种s-尼古丁的制备方法
CN113416180A (zh) * 2021-08-09 2021-09-21 东莞市鸿馥生物科技有限公司 一种(s)-1-甲基-2-(3-吡啶基)吡咯烷的拆分方法
CN114195759B (zh) * 2021-08-26 2023-10-20 上海零诺生物科技有限公司 一种2-甲基-5-（1-甲基吡咯烷-2-基）吡啶制备方法
CN113788815A (zh) * 2021-09-27 2021-12-14 成昌梅 一种烟碱中间体的合成制备方法
CN113999201B (zh) * 2021-11-03 2023-11-03 成昌梅 一种烟碱的合成制备方法
US20230148652A1 (en) 2021-11-15 2023-05-18 Nicoventures Trading Limited Oral products with nicotine-polymer complex
CN114989135A (zh) * 2022-01-19 2022-09-02 广州天然科技有限公司 一种2-甲基-5-(1-甲基吡咯烷-2-基)吡啶的有机酸盐及其制备方法
CN114671852A (zh) * 2022-04-24 2022-06-28 仙居两山生物科技有限公司 一种高纯度左旋烟碱医药中间体的制备方法
CN115093394B (zh) * 2022-07-20 2024-10-18 北京世桥生物制药有限公司 S-(-)-尼古丁(-)-二苯甲酰-l-酒石酸盐晶型、制备方法及应用
EP4332098A1 (en) 2022-08-31 2024-03-06 Siegfried AG Chiral synthesis of nornicotine and nicotine
EP4601490A1 (en) 2022-10-14 2025-08-20 Nicoventures Trading Limited Capsule-containing pouched products
CN115594662A (zh) * 2022-10-19 2023-01-13 昆明理工大学（Cn） 一种(s)-烟碱的制备方法
WO2024095163A1 (en) 2022-11-01 2024-05-10 Nicoventures Trading Limited Oral composition comprising encapsulated ph adjusting agent
GB202319624D0 (en) 2023-12-20 2024-01-31 Nicoventures Trading Ltd Functionalized fleece for oral products
GB202319623D0 (en) 2023-12-20 2024-01-31 Nicoventures Trading Ltd Biodegradable fleece for oral product
GB202319617D0 (en) 2023-12-20 2024-01-31 Nicoventures Trading Ltd Elastic fleece for oral products
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Also Published As

Publication number Publication date
AU2018391652A1 (en) 2020-07-02
US11407730B2 (en) 2022-08-09
JP7085641B2 (ja) 2022-06-16
CN111511726A (zh) 2020-08-07
CL2020001657A1 (es) 2020-11-13
EP3728215A1 (en) 2020-10-28
US20200331884A1 (en) 2020-10-22
MY201265A (en) 2024-02-14
CY1124741T1 (el) 2022-07-22
KR102575964B1 (ko) 2023-09-06
IL275584A (en) 2020-08-31
PL3728215T3 (pl) 2022-05-16
EP3728215B1 (en) 2021-10-13
CA3085245C (en) 2023-06-13
WO2019121644A1 (en) 2019-06-27
CA3085245A1 (en) 2019-06-27
RU2753548C1 (ru) 2021-08-17
DK3728215T3 (da) 2021-11-08
HUE057748T2 (hu) 2022-06-28
IL275584B2 (en) 2023-08-01
LT3728215T (lt) 2021-12-10
JP2021517901A (ja) 2021-07-29
BR112020012457A2 (pt) 2020-11-24
ES2898315T3 (es) 2022-03-07
SG11202005639UA (en) 2020-07-29
PT3728215T (pt) 2021-11-22
AU2018391652B2 (en) 2022-03-10
HRP20211777T1 (hr) 2022-03-04
KR20200103033A (ko) 2020-09-01
RS62759B1 (sr) 2022-01-31
IL275584B1 (en) 2023-04-01
SI3728215T1 (sl) 2022-01-31

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