UY32382A - Procedimiento para la preparación de la n-[5-(3-dimetilamino-acriloil)-2-fluoro-fenil]-n-metil-acetamida - Google Patents

Procedimiento para la preparación de la n-[5-(3-dimetilamino-acriloil)-2-fluoro-fenil]-n-metil-acetamida

Info

Publication number
UY32382A
UY32382A UY0001032382A UY32382A UY32382A UY 32382 A UY32382 A UY 32382A UY 0001032382 A UY0001032382 A UY 0001032382A UY 32382 A UY32382 A UY 32382A UY 32382 A UY32382 A UY 32382A
Authority
UY
Uruguay
Prior art keywords
acetamide
methyl
fluoro
phenyl
preparation
Prior art date
Application number
UY0001032382A
Other languages
English (en)
Inventor
Joan Sallares
Marquillas Francisco
Original Assignee
Interquim Sa
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 Interquim Sa filed Critical Interquim Sa
Publication of UY32382A publication Critical patent/UY32382A/es

Links

Classifications

    • 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
    • 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
    • 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
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/30—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
    • C07C233/33—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Se refiere a un procedimiento de preparación del compuesto N-[5-(3-dimetilamino-acriloil)-2-fluoro-fenil]-N-metil-acetamida (I), intermedio en la síntesis de compuestos con afinidad sobre el receptor GABa. La N-(5-acetil-2-fluorofenil)-n-metil-acetamida (VI) se hace reaccionar con un exceso de N,N-dimetilformamida dimetilacetal (NNDMF-DMA). La presente invención proporciona también un nuevo procedimiento para la preparación del producto con afinidad GABAa N-{2-fluoro-5-[3-(tiofeno)-2-carbonil-pirazolo[1,5-a]pirimidin-7-il]fenil}-N-metilacetamida (II), que comprende a) metilación de N-(5-acetil-2-fluorofenil)-N-acetamida (IV) con un sulfato de metilo, b) reacción del compuesto (VI) resultante con NNDMF-DMA, y c) reacción del compuesto (I) resultante con (5-amino-1H-pirazol-4-il)tiofeno-2-il-metanona (III) en ácido acético glacial. La presente invención se refiere también al nuevo intermedio (VI).
UY0001032382A 2009-01-13 2010-01-13 Procedimiento para la preparación de la n-[5-(3-dimetilamino-acriloil)-2-fluoro-fenil]-n-metil-acetamida UY32382A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES200900089 2009-01-13

Publications (1)

Publication Number Publication Date
UY32382A true UY32382A (es) 2010-07-30

Family

ID=42199324

Family Applications (1)

Application Number Title Priority Date Filing Date
UY0001032382A UY32382A (es) 2009-01-13 2010-01-13 Procedimiento para la preparación de la n-[5-(3-dimetilamino-acriloil)-2-fluoro-fenil]-n-metil-acetamida

Country Status (22)

Country Link
US (1) US8163903B2 (es)
EP (1) EP2387557B1 (es)
JP (1) JP5507579B2 (es)
KR (1) KR101680396B1 (es)
CN (2) CN102282123A (es)
AR (1) AR075009A1 (es)
AU (1) AU2010205739B2 (es)
BR (1) BRPI1006150A2 (es)
CA (1) CA2747392C (es)
CY (1) CY1114407T1 (es)
DK (1) DK2387557T3 (es)
ES (1) ES2427972T3 (es)
HK (1) HK1214585A1 (es)
MX (1) MX2011007323A (es)
PE (1) PE20120111A1 (es)
PL (1) PL2387557T3 (es)
PT (1) PT2387557E (es)
RU (1) RU2503655C2 (es)
SI (1) SI2387557T1 (es)
TW (1) TWI389912B (es)
UY (1) UY32382A (es)
WO (1) WO2010081788A1 (es)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104557597B (zh) * 2013-12-11 2017-08-04 浙江龙盛集团股份有限公司 一种3‑(n,n‑二取代)氨基乙酰苯胺类化合物的清洁生产方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA831407B (en) * 1982-03-25 1983-11-30 Erba Farmitalia Substituted ethenyl derivatives of 1h-pyrazolo(1,5-a)pyrimidine and process for their preparation
US6399621B1 (en) * 1999-08-10 2002-06-04 American Cyanamid Company N-methyl-N-(3-{3-[2-thienylcarbonyl]-pyrazol-[1, 5-α]-pyrimidin-7-yl}phenyl)acetamide and compositions and methods related thereto
US20050070555A1 (en) 2001-12-21 2005-03-31 Bayer Healthcare Ag Aroyl pyridinones
ES2222813B1 (es) * 2003-07-24 2005-12-16 Ferrer Internacional, S.A. N-(3-(3-sustituidas-pirazolo(1,5-a)pirimidin-7-il)-fenil)-sulfonamidas y composiciones y metodos relacionados.
EP1736475A1 (en) 2005-06-21 2006-12-27 Ferrer Internacional, S.A. Halogenated pyrazolo[1,5-a]pyrimidines, processes, uses, compositions and intermediates
US20080045547A1 (en) * 2006-07-07 2008-02-21 Lippa Arnold S Salts And Co-Crystals of Pyrazolopyrimidine Compounds, Compositions Thereof And Methods For Their Production And Use

Also Published As

Publication number Publication date
KR101680396B1 (ko) 2016-11-28
CN104945272A (zh) 2015-09-30
JP2012515149A (ja) 2012-07-05
US20110275809A1 (en) 2011-11-10
BRPI1006150A2 (pt) 2018-01-16
KR20110108346A (ko) 2011-10-05
TWI389912B (zh) 2013-03-21
AR075009A1 (es) 2011-03-02
RU2011133958A (ru) 2013-02-20
WO2010081788A1 (en) 2010-07-22
JP5507579B2 (ja) 2014-05-28
SI2387557T1 (sl) 2013-12-31
RU2503655C2 (ru) 2014-01-10
EP2387557B1 (en) 2013-06-19
CN102282123A (zh) 2011-12-14
PL2387557T3 (pl) 2013-12-31
CA2747392A1 (en) 2010-07-22
TW201026704A (en) 2010-07-16
ES2427972T3 (es) 2013-11-05
PT2387557E (pt) 2013-09-11
CY1114407T1 (el) 2016-08-31
US8163903B2 (en) 2012-04-24
CA2747392C (en) 2016-10-18
AU2010205739A1 (en) 2011-07-21
EP2387557A1 (en) 2011-11-23
HK1214585A1 (zh) 2016-07-29
AU2010205739B2 (en) 2015-12-10
PE20120111A1 (es) 2012-02-10
MX2011007323A (es) 2011-07-29
DK2387557T3 (da) 2013-09-08

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Legal Events

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Effective date: 20201221