AR043443A1 - PROCEDURE FOR THE PREPARATION OF TETRAHYDROTRIAZOLOPIRAZINS AND INTERMEDIATE PRODUCTS - Google Patents
PROCEDURE FOR THE PREPARATION OF TETRAHYDROTRIAZOLOPIRAZINS AND INTERMEDIATE PRODUCTSInfo
- Publication number
- AR043443A1 AR043443A1 ARP040100646A AR043443A1 AR 043443 A1 AR043443 A1 AR 043443A1 AR P040100646 A ARP040100646 A AR P040100646A AR 043443 A1 AR043443 A1 AR 043443A1
- Authority
- AR
- Argentina
- Prior art keywords
- procedure
- preparation
- atoms
- alkyl
- compound
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
Abstract
Se proporciona un procedimiento para la preparación de 5,6,7,8-tetrahidro[1,2,4]-triazolo[4,3-a]pirazinas sustituidas que son útiles en la síntesis de inhibidores de la dipeptidil peptidasa-IV para el tratamiento de la diabetes tipo 2. También se proporcionan productos intermedios útiles obtenidos en el procedimiento. Reivindicación 1: Un procedimiento para preparar un compuesto de fórmula estructural (1) o una sal ácida del mismo, en la que R1 es fenilo opcionalmente sustituido o alquilo C1-4 insustituido o sustituido con uno a cinco átomos de F; y R2, R3, R4, y R5 son cada uno de forma independiente H, alquilo C1-4 o bencilo opcionalmente sustituido; o R2 y R3 tomados juntos con los átomos de C a los que están unidos forman un anillo alifático cíclico de 5 a 7 miembros, que comprende la etapa de ciclar un compuesto de fórmula estructural IV en un disolvente orgánico adecuado.A process is provided for the preparation of 5,6,7,8-tetrahydro [1,2,4] -triazolo [4,3-a] substituted pyrazines that are useful in the synthesis of dipeptidyl peptidase-IV inhibitors for the treatment of type 2 diabetes. Useful intermediates obtained in the procedure are also provided. Claim 1: A process for preparing a compound of structural formula (1) or an acid salt thereof, wherein R1 is optionally substituted phenyl or unsubstituted C1-4 alkyl or substituted with one to five F atoms; and R2, R3, R4, and R5 are each independently H, C1-4 alkyl or optionally substituted benzyl; or R2 and R3 taken together with the C atoms to which they are attached form a 5- to 7-membered cyclic aliphatic ring, which comprises the step of cycling a compound of structural formula IV into a suitable organic solvent.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US45274803P | 2003-03-07 | 2003-03-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
AR043443A1 true AR043443A1 (en) | 2005-07-27 |
Family
ID=32990678
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP040100646 AR043443A1 (en) | 2003-03-07 | 2004-03-01 | PROCEDURE FOR THE PREPARATION OF TETRAHYDROTRIAZOLOPIRAZINS AND INTERMEDIATE PRODUCTS |
Country Status (3)
Country | Link |
---|---|
AR (1) | AR043443A1 (en) |
TW (1) | TW200500368A (en) |
WO (1) | WO2004080958A2 (en) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008507541A (en) | 2004-07-23 | 2008-03-13 | ロイヤルティ,スーザン・マリー | Peptidase inhibitor |
CN101374523B (en) | 2005-09-14 | 2012-04-11 | 武田药品工业株式会社 | Dipeptidyl peptidase inhibitors for treating diabetes |
JP5122462B2 (en) | 2005-09-16 | 2013-01-16 | 武田薬品工業株式会社 | Dipeptidyl peptidase inhibitor |
WO2007112347A1 (en) | 2006-03-28 | 2007-10-04 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
US8324383B2 (en) | 2006-09-13 | 2012-12-04 | Takeda Pharmaceutical Company Limited | Methods of making polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile |
TW200838536A (en) | 2006-11-29 | 2008-10-01 | Takeda Pharmaceutical | Polymorphs of succinate salt of 2-[6-(3-amino-piperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethy]-4-fluor-benzonitrile and methods of use therefor |
US8093236B2 (en) | 2007-03-13 | 2012-01-10 | Takeda Pharmaceuticals Company Limited | Weekly administration of dipeptidyl peptidase inhibitors |
US10065960B2 (en) | 2010-04-02 | 2018-09-04 | Ogeda Sa | NK-3 receptor selective antagonist compounds, pharmaceutical composition and methods for use in NK-3 receptors mediated disorders |
EP2552920B1 (en) | 2010-04-02 | 2017-03-15 | Ogeda Sa | Novel nk-3 receptor selective antagonist compounds, pharmaceutical composition and methods for use in nk-3 receptors mediated disorders |
CN102372716A (en) | 2010-08-09 | 2012-03-14 | 江苏恒瑞医药股份有限公司 | Phthalazone derivative, its preparation method and application in medicine thereof |
CN101973997B (en) * | 2010-09-30 | 2012-06-06 | 浙江大学 | Method for preparing sitagliptin phosphate side chain |
AU2012277373A1 (en) | 2011-06-29 | 2014-01-30 | Sun Pharmaceutical Industries Limited | Solid dispersions of sitagliptin and processes for their preparation |
EP2726483A1 (en) | 2011-06-30 | 2014-05-07 | Ranbaxy Laboratories Limited | Novel salts of sitagliptin |
WO2013050424A1 (en) | 2011-10-03 | 2013-04-11 | Euroscreen S.A. | NOVEL CHIRAL N-ACYL-5,6,7,(8-SUBSTITUTED)-TETRAHYDRO-[1,2,4]TRIAZOLO[4,3-a]PYRAZINES AS SELECTIVE NK-3 RECEPTOR ANTAGONISTS, PHARMACEUTICAL COMPOSITION, METHODS FOR USE IN NK-3 RECEPTOR MEDIATED DISORDERS AND CHIRAL SYNTHESIS THEREOF |
WO2013084210A1 (en) | 2011-12-08 | 2013-06-13 | Ranbaxy Laboratories Limited | Amorphous form of sitagliptin salts |
KR102558711B1 (en) | 2014-09-25 | 2023-07-21 | 오게다 에스.에이. | NOVEL CHIRAL SYNTHESIS OF N-ACYL-(3-SUBSTITUTED)-(8-SUBSTITUTED)-5,6-DIHYDRO-[1,2,4]TRIAZOLO[4,3-a]PYRAZINES |
ES2638266T3 (en) | 2015-10-22 | 2017-10-19 | F.I.S.- Fabbrica Italiana Sintetici S.P.A. | Improved procedure for the preparation of triazole and one of its salts |
US10047094B1 (en) | 2017-02-10 | 2018-08-14 | F.I.S.—Fabbrica Italiana Sintetici S.p.A. | Process for the preparation of triazole and salt thereof |
EP3424927B1 (en) | 2017-07-04 | 2019-04-17 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Efficient process for the preparation of sitagliptin through a very effective preparation of the intermediate 2,4,5-trifluorophenylacetic acid |
JP2021509906A (en) * | 2018-01-09 | 2021-04-08 | 江▲蘇▼恒瑞医▲薬▼股▲フン▼有限公司Jiangsu Hengrui Medicine Co., Ltd. | Method for producing PARP inhibitor and its intermediate |
EP3524605B1 (en) | 2018-02-13 | 2019-11-27 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | New efficient process for the preparation of sitagliptin |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3252483B2 (en) * | 1992-10-20 | 2002-02-04 | 東レ株式会社 | Method for producing tricyclic triazolo derivative |
UA74912C2 (en) * | 2001-07-06 | 2006-02-15 | Merck & Co Inc | Beta-aminotetrahydroimidazo-(1,2-a)-pyrazines and tetratriazolo-(4,3-a)-pyrazines as inhibitors of dipeptylpeptidase for the treatment or prevention of diabetes |
MY139563A (en) * | 2002-09-04 | 2009-10-30 | Bristol Myers Squibb Co | Heterocyclic aromatic compounds useful as growth hormone secretagogues |
-
2004
- 2004-03-01 AR ARP040100646 patent/AR043443A1/en not_active Application Discontinuation
- 2004-03-03 WO PCT/US2004/006429 patent/WO2004080958A2/en active Application Filing
- 2004-03-05 TW TW093105894A patent/TW200500368A/en unknown
Also Published As
Publication number | Publication date |
---|---|
WO2004080958A2 (en) | 2004-09-23 |
TW200500368A (en) | 2005-01-01 |
WO2004080958A3 (en) | 2004-12-23 |
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FA | Abandonment or withdrawal |