Title:
PROCESS FOR THE PREPARATION OF BROMODOMAIN INHIBITOR
Document Type and Number:
WIPO Patent Application WO/2020/023438
Kind Code:
A3
Abstract:
The present invention provides processes of synthesis and purification of a bromodomain inhibitor, Compound 1, which compound includes crystalline forms, amorphous forms, solvates, and hydrates thereof. Embodiments of the disclosure relate to chemical synthesis routes of Compound 1 that provide a scalable method that results in highly pure final product. A further embodiment relates to methods to isolate the most stable polymorph of Compound 1 by crystallization from formic acid and water.
Inventors:
TRAVERSE JOHN FITZGERALD (US)
YONG KELVIN HIN-YEONG (US)
FERRETTI ANTONIO CHRISTIAN (US)
ALITE HEKLA (US)
MOSELEY JONATHAN (GB)
RUDA ANTONIO MARIA (GB)
PRIMER DAVID (US)
PHILP STEVEN (GB)
YONG KELVIN HIN-YEONG (US)
FERRETTI ANTONIO CHRISTIAN (US)
ALITE HEKLA (US)
MOSELEY JONATHAN (GB)
RUDA ANTONIO MARIA (GB)
PRIMER DAVID (US)
PHILP STEVEN (GB)
Application Number:
PCT/US2019/042914
Publication Date:
May 22, 2020
Filing Date:
July 23, 2019
Export Citation:
Assignee:
CELGENE QUANTICEL RES INC (US)
International Classes:
C07D217/24
Domestic Patent References:
| WO2016172618A1 | 2016-10-27 | |||
| WO2010102154A2 | 2010-09-10 |
Foreign References:
| US20150111885A1 | 2015-04-23 | |||
| US20040092754A1 | 2004-05-13 | |||
| US20140296239A1 | 2014-10-02 | |||
| US4287085A | 1981-09-01 | |||
| EP1652842A1 | 2006-05-03 |
Other References:
LENNOX, ALISTER, J.J.LLOYD-JONES, GUY C., CHEM. SOC. REV., vol. 43, 2014, pages 412, XP002796223
THOMAS OBERHAUSER ET AL: "A New Bromination Method for Phenols and Anisoles: NBS/HBF(4).Et(2)O in CH(3)CN", THE JOURNAL OF ORGANIC CHEMISTRY, 27 June 1997 (1997-06-27), United States, pages 4504, XP055680086, Retrieved from the Internet
DATABASE REaxys [online] Elsevier; 1 January 1886 (1886-01-01), ALLAIN LE CANU: "Comptes Rendus Hebdomadaires des Seances de l' Academie des Sciences, 103, 385", XP002798484, Database accession no. Rx-ID 271109
PEI ZHONGHUA ET AL: "DISCOVERY, STRUCTURE-ACTIVITY RELATIONSHIP, AND PHARMACOLOGICAL EVALUATION OF (5-SUBSTITUTED-PYRROLIDINYL-2-CARBONYL)-2-CYANOPYRROLIDINES AS POTENT DIPEPTIDYL PEPTIDASE IV INHIBITORS", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 49, no. 12, 1 January 2006 (2006-01-01), pages 3520 - 3535, XP008076338, ISSN: 0022-2623, DOI: 10.1021/JM051283E
THOMAS OBERHAUSER ET AL: "A New Bromination Method for Phenols and Anisoles: NBS/HBF(4).Et(2)O in CH(3)CN", THE JOURNAL OF ORGANIC CHEMISTRY, 27 June 1997 (1997-06-27), United States, pages 4504, XP055680086, Retrieved from the Internet
DATABASE REaxys [online] Elsevier; 1 January 1886 (1886-01-01), ALLAIN LE CANU: "Comptes Rendus Hebdomadaires des Seances de l' Academie des Sciences, 103, 385", XP002798484, Database accession no. Rx-ID 271109
PEI ZHONGHUA ET AL: "DISCOVERY, STRUCTURE-ACTIVITY RELATIONSHIP, AND PHARMACOLOGICAL EVALUATION OF (5-SUBSTITUTED-PYRROLIDINYL-2-CARBONYL)-2-CYANOPYRROLIDINES AS POTENT DIPEPTIDYL PEPTIDASE IV INHIBITORS", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 49, no. 12, 1 January 2006 (2006-01-01), pages 3520 - 3535, XP008076338, ISSN: 0022-2623, DOI: 10.1021/JM051283E
Attorney, Agent or Firm:
SIMKIN, Michele et al. (US)
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