AR058754A1 - Procesos para preparar compuestos intermediarios utiles para la preparacion de ezetimibe - Google Patents
Procesos para preparar compuestos intermediarios utiles para la preparacion de ezetimibeInfo
- Publication number
- AR058754A1 AR058754A1 ARP060105801A ARP060105801A AR058754A1 AR 058754 A1 AR058754 A1 AR 058754A1 AR P060105801 A ARP060105801 A AR P060105801A AR P060105801 A ARP060105801 A AR P060105801A AR 058754 A1 AR058754 A1 AR 058754A1
- Authority
- AR
- Argentina
- Prior art keywords
- fluorophenyl
- compound
- formula
- dioxolan
- compound according
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 18
- OLNTVTPDXPETLC-XPWALMASSA-N ezetimibe Chemical compound N1([C@@H]([C@H](C1=O)CC[C@H](O)C=1C=CC(F)=CC=1)C=1C=CC(O)=CC=1)C1=CC=C(F)C=C1 OLNTVTPDXPETLC-XPWALMASSA-N 0.000 title abstract 3
- 229960000815 ezetimibe Drugs 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- -1 4-benzyloxyphenyl Chemical group 0.000 abstract 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 2
- 150000003951 lactams Chemical class 0.000 abstract 2
- CWERIVAEBRLMSW-DNQXCXABSA-N (3r,4s)-1-(4-fluorophenyl)-3-[2-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]ethyl]-4-(4-hydroxyphenyl)azetidin-2-one Chemical compound C1=CC(O)=CC=C1[C@H]1N(C=2C=CC(F)=CC=2)C(=O)[C@@H]1CCC1(C=2C=CC(F)=CC=2)OCCO1 CWERIVAEBRLMSW-DNQXCXABSA-N 0.000 abstract 1
- BVYNXBNCXPJQCW-PQHLKRTFSA-N (3r,4s)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]-4-(4-phenylmethoxyphenyl)azetidin-2-one Chemical compound C1=CC(F)=CC=C1N1C(=O)[C@H](CCC(=O)C=2C=CC(F)=CC=2)[C@H]1C(C=C1)=CC=C1OCC1=CC=CC=C1 BVYNXBNCXPJQCW-PQHLKRTFSA-N 0.000 abstract 1
- VAVKLNRPEDWKOA-XWHIBYANSA-N (4s)-3-[(2r)-2-[(s)-(4-fluoroanilino)-(4-hydroxyphenyl)methyl]-4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]butanoyl]-4-phenyl-1,3-oxazolidin-2-one Chemical compound C1=CC(O)=CC=C1[C@H]([C@@H](CCC1(OCCO1)C=1C=CC(F)=CC=1)C(=O)N1C(OC[C@@H]1C=1C=CC=CC=1)=O)NC1=CC=C(F)C=C1 VAVKLNRPEDWKOA-XWHIBYANSA-N 0.000 abstract 1
- TVTROYQNHLQVSC-YAFWASLJSA-N (4s)-3-[(2r)-2-[(s)-(4-fluoroanilino)-(4-trimethylsilyloxyphenyl)methyl]-4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]butanoyl]-4-phenyl-1,3-oxazolidin-2-one Chemical compound C1=CC(O[Si](C)(C)C)=CC=C1[C@H]([C@@H](CCC1(OCCO1)C=1C=CC(F)=CC=1)C(=O)N1C(OC[C@@H]1C=1C=CC=CC=1)=O)NC1=CC=C(F)C=C1 TVTROYQNHLQVSC-YAFWASLJSA-N 0.000 abstract 1
- GXIZXZMGONPTAB-LJQANCHMSA-N (4s)-3-[4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]butanoyl]-4-phenyl-1,3-oxazolidin-2-one Chemical compound C1=CC(F)=CC=C1C1(CCCC(=O)N2C(OC[C@@H]2C=2C=CC=CC=2)=O)OCCO1 GXIZXZMGONPTAB-LJQANCHMSA-N 0.000 abstract 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 230000001351 cycling effect Effects 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Se relaciona con un proceso mejorado para la preparacion del compuesto (3R,4S)-4-(4-(benciloxi)fenil)-1-(4-fluorofenil)-3-[3-(4-fluorofenil)-3-oxopropil]azetidin-2-ona, que es un intermediario clave para la síntesis de ezetimibe, y también con el uso de este intermediario para la preparacion de ezetimibe. Reivindicacion1: Un proceso para preparar un compuesto de formula (2) donde R es H, alquilo o un grupo protector de hidroxilo, caracterizado porque comprende: (i) hacer reaccionar una cetona de formula (3) con un diol, para obtener un cetal de formula (4) donde R1 y R2 son independientemente una cadena de alquilo C1-4 recta o una cadena de alquilo C1-4 ramificada, o donde R1 y R2 son juntos un di-radical etileno o un di-radical trimetileno, que opcionalmente puede estar sustituido con una cadena de alquilo C1-4; (ii) condensar dicho cetal de formula (4) con una amina de formula (5) para obtener una amina de formula (6); (iii) ciclar dicha amida de formula (6) para obtener una lactama de formula (7); y (iv) separar la funcion cetal de dicha lactama de formula (7) para obtener dicho compuesto e formula (2). Reivindiacion11: Un compuesto de acuerdo con la reivindicacion 10, caracterizado porque el compuesto es (S)-3-{4- [2-(4-fluorofenil)-[1,3]-dioxolan-2-il]butiril}-4-feniloxazolidin-2-ona. Reivindicacion 15: Un compuesto de acuerdo con la reivindicacion 14, caracterizado porque el compuesto es (S)-3-{(R )-2-[(S)-(4-benciloxifenil))-(4-fluorofenilamino)metil]-4- [2-(4-fluorofenil)-[1,3]-dioxolan-2-il]butiril}-4-feniloxazolidin-2-ona. Reivindicacion 17: Un compuesto de acuerdo con la reivindicacion 14, caracterizado porque el compuesto es (S)-3-{(R )-2-[(S)-(4-fluorofenilamino)-(4-hidroxifenil)metil]-4-[2- (4-fluorofenil)-[1,3]-dioxolan-2-il]butiril}-4-feniloxazolidin-2-ona. Reivindicacion 19: : Un compuesto de acuerdo con la reivindicacion 14, caracterizado porque el compuesto es (S)-3-{(R )-2-[(S)-(4-fluorofenilamino)-(4- trimetilsililoxifenil)metil]-4-[2-(4-fluorofenil)-[1,3]-dioxolan-2-il]butiril}-4-feniloxazolidin-2-ona. Reivindicacion 23: Un compuesto de acuerdo con la reivindicacion 22, caracterizado porque el compuesto es (3R,4S)-4-(4-(benciloxifenil)-1-(4- fluorofenil)-3-{2-[2-(4-fluorofenil)-[1,3]dioxolan-2-il]etil}azetidin-2-ona). Reivindicacion 25: Un compuesto de acuerdo con la reivindicacion 22, caracterizado porque el compuesto es (3R,4S)-1-(4-(fluorofenil)-3-{2-[2-(4-fluorofenil)-1,3-dioxolan- 2-il]etil}-4-(4-trimetilsililoxifenil)-azetidin-2-ona. Reivindicacion 27: Un compuesto de acuerdo con la reivindicacion 22, caracterizado porque el compuesto es (3R,4S)-1-(4-fluorofenil)-3-{2-[2-(4-fluorofenil)-1,3-dioxolan-2-il]etil}-4-(4- hidroxifenil)-azetidin-2-ona.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75258905P | 2005-12-22 | 2005-12-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR058754A1 true AR058754A1 (es) | 2008-02-20 |
Family
ID=38609864
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP060105801A AR058754A1 (es) | 2005-12-22 | 2006-12-26 | Procesos para preparar compuestos intermediarios utiles para la preparacion de ezetimibe |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20090227786A1 (es) |
| EP (1) | EP1971573B1 (es) |
| AR (1) | AR058754A1 (es) |
| AT (1) | ATE445596T1 (es) |
| CA (1) | CA2634648A1 (es) |
| DE (1) | DE602006009845D1 (es) |
| IL (1) | IL192362A0 (es) |
| WO (1) | WO2007119106A2 (es) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1893570A4 (en) * | 2005-06-22 | 2009-12-23 | Reddy Manne Satynarayana | IMPROVED PROCESS FOR THE PREPARATION OF EZETIMIBE |
| WO2007030721A2 (en) * | 2005-09-08 | 2007-03-15 | Teva Pharmaceutical Industries Ltd. | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe |
| HUP0501164A2 (en) * | 2005-12-20 | 2007-07-30 | Richter Gedeon Nyrt | New industrial process for the production of ezetimibe |
| EP2007718A2 (en) * | 2006-03-29 | 2008-12-31 | Medichem, S.A. | Processes for preparing ezetimibe and intermediate compounds useful for the preparation thereof |
| WO2007120824A2 (en) * | 2006-04-10 | 2007-10-25 | Teva Pharmaceutical Industries Ltd. | Processes for the synthesis of azetidinone |
| US20080058305A1 (en) * | 2006-08-29 | 2008-03-06 | Vinod Kumar Kansal | Processes for the purification of (3R,4S)-4-(4-hydroxy-protected-phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one |
| CZ302395B6 (cs) * | 2007-03-02 | 2011-04-27 | Zentiva, A. S. | Zpusob výroby (3R,4S)-1-(4-fluorfenyl)-3-[(3S)-3-(4-fluorfenyl)-3-hydroxypropyl)]-4-(4-hydroxyfenyl)-2-azetidinonu |
| US8013189B2 (en) | 2007-09-21 | 2011-09-06 | Basf Se | Accelerated amide and ester reductions with amine boranes and additives |
| CZ2007843A3 (cs) * | 2007-11-30 | 2009-06-10 | Zentiva, A. S. | Zpusob výroby (3R,4S)-1-(4-fluorfenyl)-3-[(3S)-3-(4-fluorfenyl)-3-hydroxypropyl)]-4-(4-hydroxyfenyl)-2-azetidinonu a jeho meziprodukty |
| CZ305066B6 (cs) * | 2008-02-25 | 2015-04-22 | Zentiva, K.S. | Způsob výroby (3R,4S)-1-(4-fluorfenyl)-3-[(3S)-3-(4-fluorfenyl)-3-hydroxypropyl)]-4-(4-hydroxyfenyl)-2-azetidinonu |
| EP2414326B1 (en) * | 2009-03-31 | 2017-12-20 | Lupin Limited | Intermediates in the preparation of 1,4-diphenyl azetidinone |
| EP2414529A2 (en) | 2009-04-01 | 2012-02-08 | Matrix Laboratories Ltd | Enzymatic process for the preparation of (s)-5-(4-fluoro-phenyl)-5-hydroxy- 1morpholin-4-yl-pentan-1-one, an intermediate of ezetimibe and further conversion to ezetimibe |
| US9040262B2 (en) | 2010-05-04 | 2015-05-26 | Codexis, Inc. | Biocatalysts for ezetimibe synthesis |
| ES2372460B1 (es) | 2010-07-09 | 2012-11-16 | Moehs Ibérica S.L. | Nuevo método para la preparación de ezetimiba. |
| WO2012076030A1 (en) * | 2010-12-10 | 2012-06-14 | Pharmathen S.A. | Process for the preparation of intermediate compounds useful in the preparation of ezetimibe |
| CN102731489B (zh) * | 2011-04-11 | 2016-10-26 | 天津药物研究院有限公司 | 一种依折麦布关键中间体的制备方法 |
| CN103159751A (zh) * | 2011-12-13 | 2013-06-19 | 重庆华邦胜凯制药有限公司 | 苯酮酸酰胺缩酮衍生物的制备方法 |
| CN104744331B (zh) * | 2013-12-31 | 2018-05-15 | 浙江九洲药业股份有限公司 | 一种依泽替米贝中间体的合成工艺 |
| CN104447473B (zh) * | 2014-11-06 | 2016-11-16 | 成都森科制药有限公司 | 依折麦布中间体的制备方法 |
| CN105439929B (zh) * | 2015-12-16 | 2018-08-21 | 江苏恒盛药业有限公司 | 一种依泽麦布中间体的合成工艺 |
| CN106966942B (zh) * | 2017-04-07 | 2018-07-24 | 四川智强医药科技开发有限公司 | 一种依折麦布的制备方法 |
| CN107652214A (zh) * | 2017-11-07 | 2018-02-02 | 河南师范大学 | 一种高血脂治疗药依折麦布的制备方法 |
| CN107793339A (zh) * | 2017-11-07 | 2018-03-13 | 河南师范大学 | 一种高血脂治疗药依折麦布的制备方法 |
| CN107903200A (zh) * | 2017-11-07 | 2018-04-13 | 河南师范大学 | 一种高血脂治疗药依折麦布的制备方法 |
| CN107991410A (zh) * | 2017-11-24 | 2018-05-04 | 中山奕安泰医药科技有限公司 | 一种依替米贝中间体的检测方法 |
| WO2024129026A1 (en) * | 2022-12-16 | 2024-06-20 | Izmir Yuksek Teknoloji Enstitusu Rektorlugu | The use of ezetimibe and its synthesis intermediates and isopazopanib structured molecules as anticancer agents |
| CN116283948A (zh) * | 2023-02-24 | 2023-06-23 | 江苏阿尔法药业股份有限公司 | 一种依折麦布中间体的合成方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5631365A (en) * | 1993-09-21 | 1997-05-20 | Schering Corporation | Hydroxy-substituted azetidinone compounds useful as hypocholesterolemic agents |
| AU7472896A (en) * | 1995-11-02 | 1997-05-22 | Schering Corporation | Process for preparing 1-(4-fluorophenyl)-3(r)-(3(s)-hydroxy-3-({phenyl or 4-fluorophenyl})-propyl)-4(s)-(4-hydroxyphenyl)-2-azetidinon |
| US5886171A (en) * | 1996-05-31 | 1999-03-23 | Schering Corporation | 3-hydroxy gamma-lactone based enantioselective synthesis of azetidinones |
| US5739321A (en) * | 1996-05-31 | 1998-04-14 | Schering Corporation | 3-hydroxy γ-lactone based enantionselective synthesis of azetidinones |
| EP1893570A4 (en) * | 2005-06-22 | 2009-12-23 | Reddy Manne Satynarayana | IMPROVED PROCESS FOR THE PREPARATION OF EZETIMIBE |
| WO2007030721A2 (en) * | 2005-09-08 | 2007-03-15 | Teva Pharmaceutical Industries Ltd. | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe |
| HUP0501164A2 (en) * | 2005-12-20 | 2007-07-30 | Richter Gedeon Nyrt | New industrial process for the production of ezetimibe |
| EP2007718A2 (en) * | 2006-03-29 | 2008-12-31 | Medichem, S.A. | Processes for preparing ezetimibe and intermediate compounds useful for the preparation thereof |
| WO2007120824A2 (en) * | 2006-04-10 | 2007-10-25 | Teva Pharmaceutical Industries Ltd. | Processes for the synthesis of azetidinone |
| US20080058305A1 (en) * | 2006-08-29 | 2008-03-06 | Vinod Kumar Kansal | Processes for the purification of (3R,4S)-4-(4-hydroxy-protected-phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one |
| US20090047716A1 (en) * | 2007-06-07 | 2009-02-19 | Nurit Perlman | Reduction processes for the preparation of ezetimibe |
| US20080318920A1 (en) * | 2007-06-19 | 2008-12-25 | Protia, Llc | Deuterium-enriched ezetimibe |
| US20090093627A1 (en) * | 2007-08-30 | 2009-04-09 | Lorand Szabo | Process for preparing intermediates of ezetimibe by microbial reduction |
| CZ305066B6 (cs) * | 2008-02-25 | 2015-04-22 | Zentiva, K.S. | Způsob výroby (3R,4S)-1-(4-fluorfenyl)-3-[(3S)-3-(4-fluorfenyl)-3-hydroxypropyl)]-4-(4-hydroxyfenyl)-2-azetidinonu |
-
2006
- 2006-12-22 WO PCT/IB2006/004107 patent/WO2007119106A2/en active Application Filing
- 2006-12-22 US US12/158,929 patent/US20090227786A1/en not_active Abandoned
- 2006-12-22 DE DE602006009845T patent/DE602006009845D1/de not_active Expired - Fee Related
- 2006-12-22 CA CA002634648A patent/CA2634648A1/en not_active Abandoned
- 2006-12-22 EP EP06850451A patent/EP1971573B1/en not_active Not-in-force
- 2006-12-22 AT AT06850451T patent/ATE445596T1/de not_active IP Right Cessation
- 2006-12-26 AR ARP060105801A patent/AR058754A1/es unknown
-
2008
- 2008-06-22 IL IL192362A patent/IL192362A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007119106A2 (en) | 2007-10-25 |
| EP1971573A2 (en) | 2008-09-24 |
| ATE445596T1 (de) | 2009-10-15 |
| US20090227786A1 (en) | 2009-09-10 |
| CA2634648A1 (en) | 2007-10-25 |
| EP1971573B1 (en) | 2009-10-14 |
| WO2007119106A3 (en) | 2008-01-31 |
| IL192362A0 (en) | 2009-08-03 |
| DE602006009845D1 (de) | 2009-11-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR058754A1 (es) | Procesos para preparar compuestos intermediarios utiles para la preparacion de ezetimibe | |
| WO2007030721A3 (en) | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe | |
| NO20080416L (no) | Forbedrede prosesser for fremstilling av Ezetimibe | |
| EA200601849A1 (ru) | 4-фениламинохиназолин-6-ил-амиды | |
| PE20070493A1 (es) | Compuestos derivados de 2-azetidinonas como inhibidores de la absorcion de colesterol | |
| RU2409572C2 (ru) | Новые производные 2-азетидинона в качестве ингибиторов всасывания холестерина для лечения гиперлипидемических состояний | |
| DE502004009532D1 (de) | Fungizide ternäre wirkstoffkombinationen | |
| PE20060076A1 (es) | Antagonistas del receptor de acetilcolina muscarinico | |
| PE20050670A1 (es) | Agentes antimigrana heterociclicos | |
| DE602006018063D1 (de) | Verfahren zur herstellung von ezetimibe und in diesem verfahren eingesetzte zwischenprodukte | |
| PE20080362A1 (es) | Derivados de ciclohexilpirazol-lactama como inhibidores de 11-beta-hidroxiesteroide deshidrogenasa 1 | |
| RU2006109366A (ru) | Ингибиторы фосфодиэстеразы типа-iv | |
| EA200300970A1 (ru) | Энантиоселективный синтез промежуточных соединений для получения азетидинонов | |
| JP2007517846A5 (es) | ||
| ATE513823T1 (de) | Mischung und verbindungen von mycelien von antrodia camphorata und deren verwendung | |
| RU2010128940A (ru) | Производные бензилфенилциклогексана и способы их применения | |
| PE20100144A1 (es) | Compuestos quimicos 293 | |
| US20110046389A1 (en) | Intermediates for the preparation of (3r, 4s)-1-(4-fluorophenyl)-3-[(3s)-3-(4-fluorophenyl)-3-hydroxypropyl)]-4-(4-hydroxyphenyl)-2-azetidinone | |
| PE20121086A1 (es) | Compuestos de azetidinona y uso medico de los mismos | |
| MY147474A (en) | 1-[(4-[benzoyl(methyl)amino]-3-(phenyl)butyl]azetidine derivatives for the treatment of gastrointestinal disorders 1 | |
| EA200600061A1 (ru) | Бензамиды 4-(аминометил) пиперидина как 5нт-антагонисты | |
| PE20081877A1 (es) | Derivado de la 1,4-diarilacetidinona | |
| CN1065866A (zh) | 酚2-哌啶子基-1-链烷醇的前体酯 | |
| KR960000048B1 (ko) | 베타-락탐 항생제의 제조에 유용한 키랄 아제티디논 중간체 및 이의 제조방법 | |
| JP2017502063A5 (es) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |