Extract from the Register of European Patents

EP About this file: EP3872055

EP3872055 - SOLVENT-FREE CROSS-COUPLING REACTION, AND PRODUCTION METHOD USING SAID REACTION [Right-click to bookmark this link]
StatusNo opposition filed within time limit
Status updated on  13.02.2026
Database last updated on 19.03.2026
FormerThe patent has been granted
Status updated on  07.03.2025
FormerGrant of patent is intended
Status updated on  15.10.2024
FormerRequest for examination was made
Status updated on  30.07.2021
FormerThe international publication has been made
Status updated on  02.05.2020
Most recent event   Tooltip13.02.2026No opposition filed within time limitpublished on 18.03.2026  [2026/12]
Applicant(s)For all designated states
National University Corporation Hokkaido University
Kita 8-jyo Nishi 5-chome
Kita-ku
Sapporo-shi, Hokkaido 060-0808 / JP
[2021/35]
Inventor(s)01 / ITO, Hajime
c/o NATIONAL UNIVERSITY CORPORATION
HOKKAIDO UNIVERSITY
Kita 8-jyo Nishi 5-chome
Kita-ku
Sapporo-shi, Hokkaido 060-0808 / JP
02 / KUBOTA, Koji
c/o NATIONAL UNIVERSITY CORPORATION
HOKKAIDO UNIVERSITY
Kita 8-jyo Nishi 5-chome
Kita-ku
Sapporo-shi, Hokkaido 060-0808 / JP
 [2021/35]
Representative(s)Murgitroyd & Company
165-169 Scotland Street
Glasgow G5 8PL / GB
[2025/15]
Former [2021/35]Murgitroyd & Company
Murgitroyd House
165-169 Scotland Street
Glasgow G5 8PL / GB
Application number, filing date19876774.123.10.2019
[2021/35]
WO2019JP41566
Priority number, dateJP2018019891523.10.2018         Original published format: JP 2018198915
[2021/35]
Filing languageJA
Procedural languageEN
PublicationType: A1 Application with search report
No.:WO2020085396
Date:30.04.2020
Language:JA
[2020/18]
Type: A1 Application with search report 
No.:EP3872055
Date:01.09.2021
Language:EN
[2021/35]
Type: B1 Patent specification 
No.:EP3872055
Date:09.04.2025
Language:EN
[2025/15]
Search report(s)International search report - published on:JP30.04.2020
(Supplementary) European search report - dispatched on:EP15.06.2022
ClassificationIPC:C07B37/04, C07C1/32, C07C15/14, C07C15/24, C07C19/08, C07C41/22, C07C43/205, C07C45/68, C07C69/76, C07C209/10, C07C209/68, C07C211/48, C07C211/54, C07C211/58, C07C211/61, C07D333/08, C07D333/36, C07F5/02, C09B47/00, C07C17/275
[2024/37]
CPC:
C07B37/04 (EP); C07D487/22 (EP,US); B01J23/44 (US);
C07B43/04 (EP); C07B45/06 (EP); C07B47/00 (EP);
C07C1/321 (EP); C07C17/263 (EP); C07C17/275 (US);
C07C209/10 (EP,US); C07C41/16 (EP); C07C41/22 (US);
C07C41/30 (EP); C07C45/68 (EP,US); C07C67/343 (EP,US);
C07D209/88 (EP,US); C07D333/08 (EP); C07D333/28 (US);
C07D333/36 (EP,US); C07F5/025 (EP,US); C07C2603/20 (EP,US);
C07C2603/24 (EP,US); C07C2603/40 (EP); C07C2603/42 (EP);
C07C2603/50 (EP,US) (-)
C-Set:
C07C1/321, C07C15/14 (EP);
C07C1/321, C07C15/24 (EP);
C07C17/263, C07C22/08 (EP);
C07C209/10, C07C211/48 (EP);
C07C209/10, C07C211/54 (EP);
C07C209/10, C07C211/58 (EP);
C07C209/10, C07C211/61 (EP);
C07C41/16, C07C43/205 (EP);
C07C41/30, C07C43/205 (EP);
C07C45/68, C07C49/784 (EP);
C07C67/343, C07C69/76 (EP)
(-)
Former IPC [2021/35]C07C1/32, C07C15/14, C07C15/24, C07C19/08, C07C41/22, C07C43/205, C07C45/68, C07C69/76, C07C209/10, C07C209/68, C07C211/48, C07C211/54, C07C211/58, C07C211/61, C07D333/08, C07D333/36, C07F5/02, C09B47/00, C07C17/275, C07C49/784, C07B61/00
Designated contracting statesAL,   AT,   BE,   BG,   CH,   CY,   CZ,   DE,   DK,   EE,   ES,   FI,   FR,   GB,   GR,   HR,   HU,   IE,   IS,   IT,   LI,   LT,   LU,   LV,   MC,   MK,   MT,   NL,   NO,   PL,   PT,   RO,   RS,   SE,   SI,   SK,   SM,   TR [2021/35]  
Extension statesBANot yet paid
MENot yet paid
Validation statesKHNot yet paid
MANot yet paid
MDNot yet paid
TNNot yet paid
TitleGerman:LÖSUNGSMITTELFREIE KREUZKUPPLUNGSREAKTION UND VERFAHREN ZUR HERSTELLUNG DIESER REAKTION[2021/35]
English:SOLVENT-FREE CROSS-COUPLING REACTION, AND PRODUCTION METHOD USING SAID REACTION[2021/35]
French:RÉACTION DE COUPLAGE CROISÉ SANS SOLVANT ET PROCÉDÉ DE PRODUCTION UTILISANT LADITE RÉACTION[2021/35]
Entry into regional phase05.05.2021Translation filed 
05.05.2021National basic fee paid 
05.05.2021Search fee paid 
05.05.2021Designation fee(s) paid 
05.05.2021Examination fee paid 
Examination procedure05.05.2021Examination requested  [2021/35]
09.01.2023Amendment by applicant (claims and/or description)
16.10.2024Communication of intention to grant the patent
30.01.2025Fee for grant paid
30.01.2025Fee for publishing/printing paid
30.01.2025Receipt of the translation of the claim(s)
Opposition(s)12.01.2026No opposition filed within time limit [2026/12]
Fees paidRenewal fee
29.10.2021Renewal fee patent year 03
25.10.2022Renewal fee patent year 04
25.10.2023Renewal fee patent year 05
25.10.2024Renewal fee patent year 06
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Lapses during opposition  TooltipCZ09.04.2025
ES09.04.2025
HR09.04.2025
PL09.04.2025
SK09.04.2025
SM09.04.2025
NO09.07.2025
RS09.07.2025
GR10.07.2025
IS09.08.2025
[2026/10]
Former [2026/09]CZ09.04.2025
ES09.04.2025
HR09.04.2025
PL09.04.2025
SM09.04.2025
NO09.07.2025
RS09.07.2025
GR10.07.2025
IS09.08.2025
Former [2026/08]ES09.04.2025
HR09.04.2025
PL09.04.2025
SM09.04.2025
NO09.07.2025
RS09.07.2025
GR10.07.2025
IS09.08.2025
Former [2025/49]ES09.04.2025
HR09.04.2025
PL09.04.2025
NO09.07.2025
RS09.07.2025
GR10.07.2025
IS09.08.2025
Former [2025/48]ES09.04.2025
HR09.04.2025
PL09.04.2025
NO09.07.2025
RS09.07.2025
GR10.07.2025
Former [2025/47]ES09.04.2025
PL09.04.2025
NO09.07.2025
GR10.07.2025
Former [2025/46]ES09.04.2025
Documents cited:Search[XP]   KUBOTA KOJI ET AL: "Olefin-accelerated solid-state C-N cross-coupling reactions using mechanochemistry", NATURE COMMUNICATIONS, vol. 10, no. 111, 10 January 2019 (2019-01-10), pages 1 - 11, XP055852814, Retrieved from the Internet DOI: 10.1038/s41467-018-08017-9 [XP] 1-12 * Figure 1: Olefins act as dispersant in solid-state C-N couplings, where Pd is added as catalyst. * * Figure 6 on page 7: Arylhalogenides are coupled with a bisarylamines to give a tertiary arylamines under formations of a C-N bond, in the presence of Pd(OAc)2 as catalyst, phosphines as ligands, Na(OtBu) as base and in presence of 1,5-COD, in solvent-free conditions using a ball-mill *

DOI:   http://dx.doi.org/10.1038/s41467-018-08017-9
International search[A]   JIANG, ZHI-JIANG ET AL.: "Liquid-Assisted Grinding Accelerating: Suzuki- Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions", JOURNAL OF ORGANIC CHEMISTRY, vol. 81, no. 20, 2016, pages 10049 - 10055, XP055802690 [A] 1-11

DOI:   http://dx.doi.org/10.1021/acs.joc.6b01938
 [A]   SCHNEIDER, FRANZISKA ET AL.: "The Suzuki-Miyaura Reaction under Mechanochemical Conditions", ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 13, no. 1, 2009, pages 44 - 48, XP055710687 [A] 1-11

DOI:   http://dx.doi.org/10.1021/op800148y
 [A]   SHAO, QIAO-LING ET AL.: "Solvent-free mechanochemical Buchwald-Hartwig amination of aryl chlorides without inert gas protection", TETRAHEDRON LETTERS, vol. 59, no. 23, 6 June 2018 (2018-06-06), pages 2277 - 2280, XP055710698 [A] 1-11

DOI:   http://dx.doi.org/10.1016/j.tetlet.2018.04.078
 [A]   HERNANDEZ, J. G. ET AL.: "Useful chemical activation alternatives in solvent- free organic reactions", COMPREHENSIVE ORGANIC SYNTHESIS, vol. 9, 2014, pages 287 - 314, XP009527403, ISBN: 978-0-08-099956-2 [A] 1-11
 [A]   STOLLE, ACHIM ET AL.: "Solvent-free reactions of alkynes in ball mills: it is definitely more than mixing", PURE AND APPLIED CHEMISTRY, vol. 83, no. 7, 2011, pages 1343 - 1349, XP055710703 [A] 1-11

DOI:   http://dx.doi.org/10.1351/PAC-CON-10-09-26
by applicantJP2018198915
   AKIRA SUZUKI, JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 63, no. 4, 2005, pages 312 [A] 1-11
   RUIZ-CASTILLO, P.BUCHWALD, S. L., CHEM. REV., vol. 116, 2016, pages 12564 [A] 1-11
   HOWARD, J. L.CAO, Q.BROWNE, D. L., CHEM. SCI., vol. 9, 2018, pages 3080 [A] 1-11
   SAKASHITA: "Powder Mixing Process Technology", COLORING MATERIAL, vol. 77, no. 2, 2004, pages 75 - 85 [A] 1-11
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