PE20060587A1 - Sintesis de (s)-6-cloro-4-ciclopropiletinil-4-trifluorometil-1,4-dihidro-2h-3,1-benzoxazin-2-ona - Google Patents

Sintesis de (s)-6-cloro-4-ciclopropiletinil-4-trifluorometil-1,4-dihidro-2h-3,1-benzoxazin-2-ona

Info

Publication number
PE20060587A1
PE20060587A1 PE2005001003A PE2005001003A PE20060587A1 PE 20060587 A1 PE20060587 A1 PE 20060587A1 PE 2005001003 A PE2005001003 A PE 2005001003A PE 2005001003 A PE2005001003 A PE 2005001003A PE 20060587 A1 PE20060587 A1 PE 20060587A1
Authority
PE
Peru
Prior art keywords
alkaline
compound
cyclopropyletinyl
benzoxazin
dihydro
Prior art date
Application number
PE2005001003A
Other languages
English (en)
Inventor
Purushotham Vemishetti
Scott T Chadwick
Carrie A Costello
Sridhar Desikan
Emily A Reiff
Original Assignee
Bristol Myers Squibb Co
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=36036924&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PE20060587(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of PE20060587A1 publication Critical patent/PE20060587A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
    • C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
    • C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D265/18—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

SE REFIERE A UN PROCESO QUE COMPRENDE: A) PONER EN CONTACTO UN COMPUESTO DE FORMULA I CON CLOROFORMIATO DE ALQUILO C1-C6 EN PRESENCIA DE UNA BASE TAL COMO FOSFATO MONOACIDO ALCALINO, CARBONATO ALCALINO, ALCOXIDO ALCALINO, ENTRE OTROS; UN SOLVENTE SELECCIONADO ENTRE THF, MeTHF, ACETATO DE ETILO, ENTRE OTROS A UNA TEMPERATURA DE 20-56°C PARA DAR UN COMPUESTO DE FORMULA II, DONDE R ES ALQUILO C1-C6; B) SEPARAR LA CAPA ORGANICA Y CONCENTRAR HASTA OBTENER II EN SOLUCION; C) PONER EN CONTACTO II CON UNA BASE DE PREFERENCIA NaOH, A UNA TEMPERATURA DE APROXIMADAMENTE 47-52°C PARA OBTENER EL COMPUESTO III. DICHO PROCESO PROPORCIONA ALTOS RENDIMIENTOS Y PRODUCE INTERMEDIARIOS ESTABLES. EL COMPUESTO (S)-6-CLORO-4-CICLOPROPILETINIL-4-TRIFLUOROMETIL-1,4-DIHIDRO-2H-3,1-BENZOXAZIN-2-ONA OBTENIDO ES INHIBIDOR DE LA TRANSCRIPTASA INVERSA DEL VIRUS DE INMUNODEFICIENCIA HUMANA (VIH) UTIL EN EL TRATAMIENTO DEL SIDA / EFAVIRENZ
PE2005001003A 2004-09-02 2005-09-01 Sintesis de (s)-6-cloro-4-ciclopropiletinil-4-trifluorometil-1,4-dihidro-2h-3,1-benzoxazin-2-ona PE20060587A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US60670204P 2004-09-02 2004-09-02

Publications (1)

Publication Number Publication Date
PE20060587A1 true PE20060587A1 (es) 2006-07-09

Family

ID=36036924

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2005001003A PE20060587A1 (es) 2004-09-02 2005-09-01 Sintesis de (s)-6-cloro-4-ciclopropiletinil-4-trifluorometil-1,4-dihidro-2h-3,1-benzoxazin-2-ona

Country Status (17)

Country Link
US (1) US7205402B2 (es)
EP (1) EP1786791A4 (es)
JP (1) JP4980910B2 (es)
KR (1) KR20070061850A (es)
CN (1) CN101010307B (es)
AR (1) AR054082A1 (es)
AU (1) AU2005282576B2 (es)
BR (1) BRPI0514842A (es)
CA (1) CA2578966A1 (es)
IL (1) IL181678A (es)
MX (1) MX2007002235A (es)
NO (1) NO20071414L (es)
PE (1) PE20060587A1 (es)
RU (1) RU2385868C2 (es)
TW (1) TWI354667B (es)
WO (1) WO2006029079A2 (es)
ZA (1) ZA200701873B (es)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7740693B2 (en) * 2007-10-01 2010-06-22 Honeywell International Inc. Organic fluorescent sulfonyl ureido benzoxazinone pigments
WO2011005871A1 (en) 2009-07-07 2011-01-13 Pgxhealth, Llc Substituted 8-[6-carbonylamine-3-pyridyl]xanthines as adenosine a2b antagonists
US8080655B2 (en) * 2009-07-20 2011-12-20 Apotex Pharmachem Inc. Methods of making efavirenz and intermediates thereof
DE102009041443A1 (de) 2009-09-16 2011-03-31 Archimica Gmbh Salze des 6-Chlor-4-(cyclopropylethinyl)-1,4-dihydro-4-(trifluormethyl)-2H-3,1-benzoxazin-2-ons und deren Synthese, Aufreinigung und Anwendung als Vorstufen für Efavirenz
EP2447255A1 (en) * 2010-10-14 2012-05-02 Lonza Ltd. Process for the synthesis of cyclic carbamates
EP2471783A1 (en) 2010-12-23 2012-07-04 Esteve Química, S.A. Novel polymorphic form of efavirenz
CN103508973B (zh) * 2012-06-25 2016-04-27 上海迪赛诺药业有限公司 制备依非韦伦i型结晶的方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6081182A (ja) * 1983-10-12 1985-05-09 Kissei Pharmaceut Co Ltd チオフエン誘導体及びその製造方法
US5922864A (en) * 1997-02-12 1999-07-13 Merck & Co., Inc. Efficient synthesis of a 1,4-dihydro2H-3,1-benzoxazin-2-one
TW480253B (en) * 1997-02-12 2002-03-21 Merck & Co Inc Efficient synthesis of a 1,4-dihydro-2H-3,1-benzoxazin-2-one
PL338894A1 (en) * 1997-09-03 2000-11-20 Merck & Co Inc Method of increasing optical purity of 2r-[1-hydroxy-1-trifluoromethy-3-cyclopropylopropin-2-yl]-4-chloroaniline
HRP990182A2 (en) * 1998-06-11 2000-02-29 Du Pont Pharm Co Crystalline efavirenz

Also Published As

Publication number Publication date
US20060047115A1 (en) 2006-03-02
IL181678A (en) 2012-01-31
KR20070061850A (ko) 2007-06-14
MX2007002235A (es) 2007-04-23
CA2578966A1 (en) 2006-03-16
NO20071414L (no) 2007-03-15
IL181678A0 (en) 2007-07-04
AR054082A1 (es) 2007-06-06
AU2005282576A1 (en) 2006-03-16
TW200621735A (en) 2006-07-01
US7205402B2 (en) 2007-04-17
EP1786791A2 (en) 2007-05-23
BRPI0514842A (pt) 2008-06-24
CN101010307B (zh) 2011-10-19
WO2006029079A2 (en) 2006-03-16
RU2007112006A (ru) 2008-10-10
EP1786791A4 (en) 2009-04-15
TWI354667B (en) 2011-12-21
ZA200701873B (en) 2008-09-25
RU2385868C2 (ru) 2010-04-10
JP4980910B2 (ja) 2012-07-18
WO2006029079A3 (en) 2006-06-01
CN101010307A (zh) 2007-08-01
JP2008511682A (ja) 2008-04-17
AU2005282576B2 (en) 2011-11-24

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