CA3171651A1 - Methods of preparing chiral benzodiazepinone derivatives - Google Patents

Methods of preparing chiral benzodiazepinone derivatives

Info

Publication number
CA3171651A1
CA3171651A1 CA3171651A CA3171651A CA3171651A1 CA 3171651 A1 CA3171651 A1 CA 3171651A1 CA 3171651 A CA3171651 A CA 3171651A CA 3171651 A CA3171651 A CA 3171651A CA 3171651 A1 CA3171651 A1 CA 3171651A1
Authority
CA
Canada
Prior art keywords
compound
formula
solvent
combination
represented
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
CA3171651A
Other languages
English (en)
French (fr)
Inventor
Christopher M. Cimarusti
Anandkumar Madanlal LAHOTI
Madan Raja Gopal Reddy DARAM
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ayala Pharmaceuticals Inc
Original Assignee
Ayala Pharmaceuticals Inc
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 Ayala Pharmaceuticals Inc filed Critical Ayala Pharmaceuticals Inc
Publication of CA3171651A1 publication Critical patent/CA3171651A1/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D243/00Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/141,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/161,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/181,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or 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 to ring carbon atoms
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2732-Pyrrolidones with hetero atoms or 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 to other ring carbon atoms
    • C07D207/277Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D207/282-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D243/00Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/141,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/161,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/181,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24Oxygen atoms
    • C07D243/26Preparation from compounds already containing the benzodiazepine skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D243/00Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/141,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • C07D243/161,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
    • C07D243/181,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
    • C07D243/24Oxygen atoms
    • C07D243/30Preparation including building-up the benzodiazepine skeleton from compounds already containing hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CA3171651A 2020-02-16 2021-02-16 Methods of preparing chiral benzodiazepinone derivatives Pending CA3171651A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US202062977316P 2020-02-16 2020-02-16
US62/977,316 2020-02-16
PCT/US2021/018137 WO2021163676A1 (en) 2020-02-16 2021-02-16 Methods of preparing chiral benzodiazepinone derivatives

Publications (1)

Publication Number Publication Date
CA3171651A1 true CA3171651A1 (en) 2021-08-19

Family

ID=77291712

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3171651A Pending CA3171651A1 (en) 2020-02-16 2021-02-16 Methods of preparing chiral benzodiazepinone derivatives

Country Status (11)

Country Link
US (2) US12503449B2 (https=)
EP (1) EP4107148A4 (https=)
JP (1) JP2023513731A (https=)
KR (1) KR20220143094A (https=)
CN (1) CN115103836A (https=)
AU (1) AU2021218456A1 (https=)
BR (1) BR112022016249A2 (https=)
CA (1) CA3171651A1 (https=)
IL (1) IL295572A (https=)
MX (1) MX2022010079A (https=)
WO (1) WO2021163676A1 (https=)

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0253571B1 (en) * 1986-07-14 1989-08-23 Merck & Co. Inc. Process for resolution and race mization of amines with acidic alpha-hydrogens
NL9000386A (nl) * 1990-02-16 1991-09-16 Stamicarbon Werkwijze voor de bereiding van optisch aktief aminozuuramide.
JPH0751555B2 (ja) 1992-04-15 1995-06-05 キヤノン株式会社 ジイモニウム塩化合物
BRPI0520554A2 (pt) * 2005-09-19 2009-06-13 Arrow Therapeutics Ltd uso de uma benzodiazepina ou um sal farmaceuticamente aceitável do mesmo, método para tratar ou prevenir uma infecção por hcv em um paciente, derivado de benzodiazepina ou um sal famaceuticamente aceitável do mesmo, e, composição farmacêutica
WO2010073253A1 (en) 2008-12-22 2010-07-01 Natco Pharma Limited Method for preparing an optically active frovatriptan
WO2013148554A1 (en) * 2012-03-30 2013-10-03 Merck Sharp & Dohme Corp. Process for preparing fluoroleucine alkyl esters
CN105308030A (zh) * 2012-09-21 2016-02-03 百时美施贵宝公司 烷基、氟烷基-1,4-苯并二氮杂*酮化合物
EP2897942B1 (en) 2012-09-21 2016-08-31 Bristol-Myers Squibb Company Fluoroalkyl and fluorocycloalkyl 1,4-benzodiazepinone compounds as notch inhibitors
WO2014047392A1 (en) 2012-09-21 2014-03-27 Bristol-Myers Squibb Company Fluoroalkyl-1,4-benzodiazepinone compounds
TWI614238B (zh) * 2012-09-21 2018-02-11 必治妥美雅史谷比公司 雙(氟烷基)-1,4-苯并二氮呯酮化合物及其前藥
JP6687596B2 (ja) 2015-02-17 2020-04-22 アモーレパシフィック コーポレーションAmorepacific Corporation N−[4−(1−アミノエチル)−フェニル]−スルホンアミド誘導体のキラル分割方法
CN105439939B (zh) 2015-11-12 2018-12-04 四川恒康科技发展有限公司 一种(S)-N-Boc-3-羟基哌啶的合成方法

Also Published As

Publication number Publication date
CN115103836A (zh) 2022-09-23
MX2022010079A (es) 2022-09-02
US20250346565A1 (en) 2025-11-13
BR112022016249A2 (pt) 2022-10-11
EP4107148A1 (en) 2022-12-28
WO2021163676A1 (en) 2021-08-19
EP4107148A4 (en) 2024-05-15
IL295572A (en) 2022-10-01
US20230108536A1 (en) 2023-04-06
US12503449B2 (en) 2025-12-23
AU2021218456A1 (en) 2022-09-22
KR20220143094A (ko) 2022-10-24
JP2023513731A (ja) 2023-04-03

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