JP6754356B2 - 連続流のカルボキシル化反応 - Google Patents

連続流のカルボキシル化反応 Download PDF

Info

Publication number
JP6754356B2
JP6754356B2 JP2017516101A JP2017516101A JP6754356B2 JP 6754356 B2 JP6754356 B2 JP 6754356B2 JP 2017516101 A JP2017516101 A JP 2017516101A JP 2017516101 A JP2017516101 A JP 2017516101A JP 6754356 B2 JP6754356 B2 JP 6754356B2
Authority
JP
Japan
Prior art keywords
compound
formula
reaction
hcl
carbon dioxide
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.)
Active
Application number
JP2017516101A
Other languages
English (en)
Japanese (ja)
Other versions
JP2017530125A5 (https=
JP2017530125A (ja
Inventor
スコット トゥイーディ,
スコット トゥイーディ,
スリパシー ベンカトラマン,
スリパシー ベンカトラマン,
シューホン リウ,
シューホン リウ,
ジェイムズ ゼラー,
ジェイムズ ゼラー,
エリザベス ブロット,
エリザベス ブロット,
マイケル ハムリン,
マイケル ハムリン,
メアリー ニューマン,
メアリー ニューマン,
マーク マクローズ,
マーク マクローズ,
ジョン ローゼンバーグ,
ジョン ローゼンバーグ,
デイビッド ラスベリー,
デイビッド ラスベリー,
Original Assignee
ノバルティス アーゲー
ノバルティス アーゲー
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 ノバルティス アーゲー, ノバルティス アーゲー filed Critical ノバルティス アーゲー
Publication of JP2017530125A publication Critical patent/JP2017530125A/ja
Application granted granted Critical
Publication of JP6754356B2 publication Critical patent/JP6754356B2/ja
Publication of JP2017530125A5 publication Critical patent/JP2017530125A5/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • C07D217/04Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • B01J19/2415Tubular reactors
    • B01J19/242Tubular reactors in series
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • B01J19/2415Tubular reactors
    • B01J19/243Tubular reactors spirally, concentrically or zigzag wound
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049Controlling or regulating processes
    • B01J2219/00051Controlling the temperature
    • B01J2219/00074Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00087Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
    • B01J2219/00099Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor the reactor being immersed in the heat exchange medium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/02Apparatus characterised by their chemically-resistant properties
    • B01J2219/025Apparatus characterised by their chemically-resistant properties characterised by the construction materials of the reactor vessel proper
    • B01J2219/0277Metal based
    • B01J2219/0286Steel
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24Stationary reactors without moving elements inside

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
JP2017516101A 2014-09-25 2015-09-25 連続流のカルボキシル化反応 Active JP6754356B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462055286P 2014-09-25 2014-09-25
US62/055,286 2014-09-25
PCT/US2015/052320 WO2016049509A1 (en) 2014-09-25 2015-09-25 Continuous flow carboxylation reaction

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2019189312A Division JP2020045341A (ja) 2014-09-25 2019-10-16 連続流のカルボキシル化反応

Publications (3)

Publication Number Publication Date
JP2017530125A JP2017530125A (ja) 2017-10-12
JP6754356B2 true JP6754356B2 (ja) 2020-09-09
JP2017530125A5 JP2017530125A5 (https=) 2020-09-17

Family

ID=55582084

Family Applications (2)

Application Number Title Priority Date Filing Date
JP2017516101A Active JP6754356B2 (ja) 2014-09-25 2015-09-25 連続流のカルボキシル化反応
JP2019189312A Withdrawn JP2020045341A (ja) 2014-09-25 2019-10-16 連続流のカルボキシル化反応

Family Applications After (1)

Application Number Title Priority Date Filing Date
JP2019189312A Withdrawn JP2020045341A (ja) 2014-09-25 2019-10-16 連続流のカルボキシル化反応

Country Status (15)

Country Link
US (3) US9725413B2 (https=)
EP (1) EP3197454B1 (https=)
JP (2) JP6754356B2 (https=)
CN (1) CN106714801B (https=)
AU (1) AU2015320349B2 (https=)
BR (1) BR112017005856A2 (https=)
CA (1) CA2960392A1 (https=)
ES (1) ES2857730T3 (https=)
HU (1) HUE053118T2 (https=)
IL (2) IL250958B (https=)
MX (1) MX365010B (https=)
PL (1) PL3197454T3 (https=)
PT (1) PT3197454T (https=)
SA (1) SA517381158B1 (https=)
WO (1) WO2016049509A1 (https=)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2960392A1 (en) 2014-09-25 2016-03-31 Sarcode Bioscience Inc. Process to prepare 5,7-dichloro-3,4-dihydro-1h-isoquinolin-6-carboxylic acid using a continuous flow carboxylation reaction
TWI681958B (zh) * 2017-06-30 2020-01-11 台灣神隆股份有限公司 製備利非斯特及其中間體的方法
JPWO2019026425A1 (ja) * 2017-07-31 2020-05-28 株式会社カネカ フロー式リアクター
CN111465588B (zh) * 2017-11-14 2023-04-28 雅宝德国有限责任公司 在连续流动条件下的有机锂工艺
CN109384717A (zh) * 2018-10-29 2019-02-26 广安凯特制药有限公司 5,7-二氯-1,2,3,4-四氢异喹啉-6-甲酸盐酸盐水合物及其制备方法和用途
CN110724098A (zh) * 2019-11-13 2020-01-24 成都福柯斯医药技术有限公司 一种5,7-二氯-1,2,3,4-四氢异喹啉-6-羧酸盐酸盐的合成方法
CN113845478B (zh) * 2020-12-18 2023-11-21 四川大学 一种中间体及其制备方法和应用
CN113277942B (zh) * 2021-05-25 2024-05-03 都创(上海)医药开发有限公司 一种基于微通道反应技术快速制备5-氯-2-氟-4-(三氟甲基)苯甲酸的方法
CN116239532B (zh) * 2022-12-19 2023-11-07 浙江博崤生物制药有限公司 一种二氯四氢异喹啉羧酸的中间体及其制备方法和应用
CN115872929B (zh) * 2022-12-27 2024-12-03 山东金城柯瑞化学有限公司 芳基类化合物连续羧基化反应制备立他司特中间体的方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7767856B2 (en) * 2007-01-25 2010-08-03 Xerox Corporation System and method for producing arylamine compounds
CN101450300A (zh) * 2007-12-05 2009-06-10 海南大学 连续流微反应器及其制备和应用
US8378105B2 (en) * 2009-10-21 2013-02-19 Sarcode Bioscience Inc. Crystalline pharmaceutical and methods of preparation and use thereof
CA2859073A1 (en) * 2011-12-14 2013-06-20 Commonwealth Scientific And Industrial Research Organisation Raft polymers
CA2879982C (en) 2012-07-25 2020-09-01 Sarcode Bioscience Inc. Lfa-1 inhibitor and polymorph thereof
CA2960392A1 (en) * 2014-09-25 2016-03-31 Sarcode Bioscience Inc. Process to prepare 5,7-dichloro-3,4-dihydro-1h-isoquinolin-6-carboxylic acid using a continuous flow carboxylation reaction

Also Published As

Publication number Publication date
US10899715B2 (en) 2021-01-26
US9725413B2 (en) 2017-08-08
IL250958B (en) 2019-08-29
US10273212B2 (en) 2019-04-30
EP3197454B1 (en) 2021-01-06
PL3197454T3 (pl) 2021-06-14
EP3197454A4 (en) 2018-02-21
IL250958A0 (en) 2017-04-30
EP3197454A1 (en) 2017-08-02
US20180118689A1 (en) 2018-05-03
MX2017003505A (es) 2017-07-28
SA517381158B1 (ar) 2021-05-23
CN106714801A (zh) 2017-05-24
CN106714801B (zh) 2021-04-06
ES2857730T3 (es) 2021-09-29
JP2017530125A (ja) 2017-10-12
PT3197454T (pt) 2021-03-04
US20160090361A1 (en) 2016-03-31
HUE053118T2 (hu) 2021-06-28
IL268432B (en) 2020-08-31
IL268432A (en) 2019-09-26
BR112017005856A2 (pt) 2017-12-19
AU2015320349B2 (en) 2020-03-12
US20190300485A1 (en) 2019-10-03
CA2960392A1 (en) 2016-03-31
WO2016049509A1 (en) 2016-03-31
AU2015320349A1 (en) 2017-03-23
JP2020045341A (ja) 2020-03-26
MX365010B (es) 2019-05-20

Similar Documents

Publication Publication Date Title
JP6754356B2 (ja) 連続流のカルボキシル化反応
CN103880892A (zh) 酰基二茂铁缩肼基二硫代甲酸酯Schiff碱及其制备方法
CN104326881A (zh) 3,5-二甲基-4-氯苯酚的制备方法
JP5876978B2 (ja) シアノヒドリン化合物の製造方法およびα−ヒドロキシエステル化合物の製造方法
CN104672177B (zh) 一种六氟环氧丙烷连续生产工艺
KR20220101115A (ko) 하이드록삼산의 합성을 위한 연속 유동 프로세스
WO2010055769A1 (ja) インターハロゲン化合物の合成方法
CN114195634B (zh) 一种2-联苯基丙酸类化合物的制备方法
CN106187855B (zh) 一种使用深共晶溶剂制备2-芳基吲哚类化合物的方法
HK1240501B (en) Continuous flow carboxylation reaction
HK1240501A1 (en) Continuous flow carboxylation reaction
CN104341378B (zh) 一种乙基麦芽酚生产中的氯化水解生产方法
CN103288884A (zh) 一种α-溴乙酰基二茂铁的制备方法
CN114956990A (zh) 一种酰氯产品的连续合成方法
CN104030916B (zh) 一种亚甲基丁二酰氯的制备方法
CN105523902A (zh) 2-氯乙基丙基醚的制备方法
CN116730813B (zh) 一种由4-氯氟苯制备4,4'-二氟二苯甲酮的方法
CN116444459B (zh) 一种官能团化烯丙胺类化合物的制备方法
CN114213267B (zh) 一种利用氨解法制备2-氨基-3-甲基苯甲酸的方法
Venkatraman et al. Continuous Flow Chemistry of Metal Mediated Carboxylation and α-Arylation Reactions
CN120423958A (zh) 一种利用微反应器制备4-氯-3-硝基苯甲醚化合物方法
TWI631987B (zh) 觸媒、及其製造方法、以及光學活性反式-1,2-硝基烷醇化合物之製造方法
CN104136408B (zh) 用于制造烯酮的卤化前体及烯酮的方法
JP2010116280A (ja) インターハロゲン化合物の合成方法

Legal Events

Date Code Title Description
A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20180925

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20190620

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20190625

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20190924

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20191016

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20200305

A711 Notification of change in applicant

Free format text: JAPANESE INTERMEDIATE CODE: A711

Effective date: 20200417

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20200604

A524 Written submission of copy of amendment under article 19 pct

Free format text: JAPANESE INTERMEDIATE CODE: A524

Effective date: 20200805

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20200820

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20200821

R150 Certificate of patent or registration of utility model

Ref document number: 6754356

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

S111 Request for change of ownership or part of ownership

Free format text: JAPANESE INTERMEDIATE CODE: R313113

R360 Written notification for declining of transfer of rights

Free format text: JAPANESE INTERMEDIATE CODE: R360

R360 Written notification for declining of transfer of rights

Free format text: JAPANESE INTERMEDIATE CODE: R360

R371 Transfer withdrawn

Free format text: JAPANESE INTERMEDIATE CODE: R371

S111 Request for change of ownership or part of ownership

Free format text: JAPANESE INTERMEDIATE CODE: R313113

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

RD02 Notification of acceptance of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: R3D02

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250