HK24192A - N-alkylation of dihydrolysergic acid - Google Patents

N-alkylation of dihydrolysergic acid Download PDF

Info

Publication number
HK24192A
HK24192A HK241/92A HK24192A HK24192A HK 24192 A HK24192 A HK 24192A HK 241/92 A HK241/92 A HK 241/92A HK 24192 A HK24192 A HK 24192A HK 24192 A HK24192 A HK 24192A
Authority
HK
Hong Kong
Prior art keywords
sub
alkyl
acid
mmol
mixture
Prior art date
Application number
HK241/92A
Other languages
German (de)
English (en)
Inventor
Gifford Purnell Marzoni
Original Assignee
Eli Lilly And Company
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 Eli Lilly And Company filed Critical Eli Lilly And Company
Publication of HK24192A publication Critical patent/HK24192A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 8

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Claims (5)

1. Procédé pour la préparation d'un composé de formule (I) dans laquelle R¹ représente un groupe alkyle primaire ou secondaire en C₃-C₈, un groupe cycloalkyle en C₃-C₈, un groupe cycloalkyle en C₃-C₈ substitué par un groupe alkyle primaire ou secondaire en C₁-C₅ ou un groupe alkyle primaire ou secondaire en C₁-C₅ substitué par un groupe cycloalkyle en C₃-C₈, le procédé consistant à traiter un composé de formule (II) avec un benzènesulfonate substitué de formule (III) dans laquelle R¹ est tel que défini ci-dessus et R² représente un atome d'hydrogène, un atome de brome, un groupe méthyle ou un groupe nitro, en présence d'une base.
2. Procédé selon la revendication 1, dans lequel la base est l'hydroxyde de potassium.
3. Procédé selon la revendication 1 ou 2, dans lequel R¹ représente un groupe alkyle en C₃-C₈.
4. Procédé selon l'une quelconque des revendications 1 à 3, dans lequel R¹ représente un groupe isopropyle.
5. Procédé selon l'une quelconque des revendications 1 à 4, dans lequel R² représente un groupe méthyle.
HK241/92A 1985-10-01 1992-04-02 N-alkylation of dihydrolysergic acid HK24192A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/782,339 US4734501A (en) 1985-10-01 1985-10-01 N-alkylation of dihydrolysergic acid

Publications (1)

Publication Number Publication Date
HK24192A true HK24192A (en) 1992-04-10

Family

ID=25125737

Family Applications (1)

Application Number Title Priority Date Filing Date
HK241/92A HK24192A (en) 1985-10-01 1992-04-02 N-alkylation of dihydrolysergic acid

Country Status (22)

Country Link
US (1) US4734501A (fr)
EP (1) EP0219256B1 (fr)
JP (1) JPH0670049B2 (fr)
KR (1) KR870001680B1 (fr)
CN (1) CN1013446B (fr)
AT (1) ATE62483T1 (fr)
AU (1) AU578169B2 (fr)
CA (1) CA1296323C (fr)
DE (1) DE3678665D1 (fr)
DK (1) DK170044B1 (fr)
EG (1) EG17902A (fr)
ES (1) ES2002393A6 (fr)
GR (1) GR862463B (fr)
HK (1) HK24192A (fr)
HU (1) HU196396B (fr)
IE (1) IE58690B1 (fr)
IL (1) IL80194A (fr)
NZ (1) NZ217721A (fr)
PH (1) PH23030A (fr)
PT (1) PT83449B (fr)
SU (1) SU1486062A3 (fr)
ZA (1) ZA867417B (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2584719B1 (fr) * 1985-07-11 1987-10-02 Rhone Poulenc Sante Procede de preparation des derives n-methyles du lysergol et du methoxy-10a lumilysergol
EP0219257B1 (fr) * 1985-10-01 1994-03-09 Eli Lilly And Company Esters de l'acide dihydrolysergique
US4968802A (en) * 1985-10-01 1990-11-06 Eli Lilly And Company Process of making alkoxy cycloalkanol esters of dihydrolysergic acid
US4845224A (en) * 1985-10-01 1989-07-04 Eli Lilly And Company Cycloalkanol esters of dihydrolysergic acid having peripheral serotonin antagonist properties
US4906639A (en) * 1985-10-01 1990-03-06 Eli Lilly And Company Cycloalkanol esters of dihydrolysergic acid
US4914107A (en) * 1989-01-17 1990-04-03 Eli Lilly And Company Method for selectively blocking 5-HT2 receptors
US5441961A (en) * 1992-08-27 1995-08-15 Eli Lilly And Company Substituted cyclo or bicycloalkylamides of (8β)-6-(substituted) ergolines
WO2004087637A1 (fr) * 2003-03-31 2004-10-14 Takasago International Corporation Production de composes de n-alkylamide
CN102775402B (zh) * 2011-05-13 2015-08-26 上海现代制药股份有限公司 一种制备二氢麦角酸的中间体及其制备方法
RU2615949C1 (ru) * 2015-11-18 2017-04-11 Федеральное государственное казенное образовательное учреждение высшего профессионального образования "Калининградский пограничный институт Федеральной службы безопасности Российской Федерации" Способ сигнализационного прикрытия т-образного перекрестка дорог

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1095296A (fr) * 1900-01-01
US3183234A (en) * 1963-11-21 1965-05-11 Lilly Co Eli Octahydroindoloquinolines
US3580916A (en) * 1969-02-20 1971-05-25 Lilly Co Eli Hydroxyesters of hexa- and octahydroindoloquinolines
YU40004B (en) * 1977-07-21 1985-06-30 Lek Tovarna Farmacevtskih Praocess for preparing n-substituted esters of 9,10-dihydrlysergic acid
DE3304361A1 (de) * 1982-02-17 1983-08-25 Sandoz-Patent-GmbH, 7850 Lörrach Mutterkornalkaloide, verfahren zu deren herstellung sowie diese verbindungen enthaltende pharmazeutische zusammensetzungen
EP0219257B1 (fr) * 1985-10-01 1994-03-09 Eli Lilly And Company Esters de l'acide dihydrolysergique

Also Published As

Publication number Publication date
DK466786A (da) 1987-04-02
ATE62483T1 (de) 1991-04-15
PT83449B (pt) 1989-05-12
KR870004027A (ko) 1987-05-07
KR870001680B1 (ko) 1987-09-22
AU6320986A (en) 1987-04-02
IL80194A0 (en) 1986-12-31
CA1296323C (fr) 1992-02-25
CN1013446B (zh) 1991-08-07
AU578169B2 (en) 1988-10-13
EP0219256B1 (fr) 1991-04-10
GR862463B (fr) 1987-02-02
CN86106720A (zh) 1987-04-01
JPS6284083A (ja) 1987-04-17
DK466786D0 (da) 1986-09-30
PH23030A (en) 1989-03-10
NZ217721A (en) 1989-02-24
IL80194A (en) 1990-12-23
SU1486062A3 (ru) 1989-06-07
ZA867417B (en) 1988-04-27
JPH0670049B2 (ja) 1994-09-07
EP0219256A1 (fr) 1987-04-22
IE862587L (en) 1987-04-01
US4734501A (en) 1988-03-29
IE58690B1 (en) 1993-11-03
DK170044B1 (da) 1995-05-08
EG17902A (en) 1991-03-30
ES2002393A6 (es) 1988-08-01
PT83449A (en) 1986-10-01
HU196396B (en) 1988-11-28
HUT41779A (en) 1987-05-28
DE3678665D1 (de) 1991-05-16

Similar Documents

Publication Publication Date Title
EP0219256B1 (fr) N-Alkylation de l'acide dihydrolysergique
US4782152A (en) Decyanation of pergolide intermediate
US4556739A (en) 3,4-Dialkoxy-2-alkylcarbonyl analino compounds
KR920002295B1 (ko) 프롤리디논 유도체의 제조방법
HU182636B (en) Process for producing pyrazolo-imidazol derivatives
JPH04279565A (ja) ４−クロロ−３−スルファモイル−ｎ−（２，３−ジヒドロ−２−メチル−１ｈ−インドール−１−イル）ベンズアミドの新規な工業的製造方法
IL116384A (en) Ylidene compounds and their preparation
US4568754A (en) Processes for the preparation of derivatives of 2-[3-(3-indolyl) 2-amino propionyloxy] acetic acid
US4603210A (en) Preparation process of acemetacin
US4001276A (en) α-Alkyl(or aryl)thio-5-hydroxytryptophan derivative and the preparation process thereof
EP0260588B1 (fr) Procédé pour la préparation de l'alpha-N-[(hypoxanthinyl-9)pentyloxycarbonyl]arginine
GB2036744A (en) Eburnane derivatives
JPS6148839B2 (fr)
JP2578797B2 (ja) Ｎ−（スルホニルメチル）ホルムアミド類の製造法
ZA200307494B (en) Process for the preparation of benazepril.
JPH0625127B2 (ja) 置換アザビシクロアルカン及びそれを含有する医薬
EP0132964A2 (fr) Dérivés de 2-azabicyclo[2,2,2]-octane
US4570001A (en) Process for synthesizing certain N-benzoylamino indolines
US4549019A (en) Pyrimidinecarbamate derivatives as intermediates
KR860001906B1 (ko) 디아미노 피리딘의 제조방법
EP0054892B1 (fr) Synthèse d'indolines
RU2034842C1 (ru) Производные хинолина и способ их получения
HU223138B1 (hu) Új eljárás racém alkil-4,6,7,8,9,9a-hexahidro-2H, 3H-pirido-[1,2-a] pirazin-1-on-7-karbonsavészterek előállítására
CS255876B2 (en) Process for preparing new 10 alpha-methoxy-6-methyl-ergolines
IE59344B1 (en) 5- or 6-substituted beta-carboline-3-carboxylic acid esters

Legal Events

Date Code Title Description
PC Patent ceased (i.e. patent has lapsed due to the failure to pay the renewal fee)