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GB1469781A - Production of scopine - Google Patents

Production of scopine

Info

Publication number
GB1469781A
GB1469781A GB2560074A GB2560074A GB1469781A GB 1469781 A GB1469781 A GB 1469781A GB 2560074 A GB2560074 A GB 2560074A GB 2560074 A GB2560074 A GB 2560074A GB 1469781 A GB1469781 A GB 1469781A
Authority
GB
United Kingdom
Prior art keywords
scopine
precipitate
salt
alkali metal
scopolamine
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.)
Expired
Application number
GB2560074A
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.)
CH Boehringer Sohn AG and Co KG
Boehringer Ingelheim GmbH
Original Assignee
CH Boehringer Sohn AG and Co KG
Boehringer Ingelheim GmbH
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 CH Boehringer Sohn AG and Co KG, Boehringer Ingelheim GmbH filed Critical CH Boehringer Sohn AG and Co KG
Priority to GB2560074A priority Critical patent/GB1469781A/en
Publication of GB1469781A publication Critical patent/GB1469781A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D451/00Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/02Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
    • C07D451/04Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
    • C07D451/06Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1469781 Scopine BOEHRINGER INGELHEIM GmbH 10 June 1974 25600/74 Heading C2C Scopine or a salt thereof is produced by reacting scopolamine (hyoscine) or a salt thereof with an alkali metal borohydride or alkali metal aluminium hydride in a solvent at for example a temperature between the freezing point of the mixture and 40‹ C. In the example, scopolamine hydrobromide in ethanol is reacted with sodium borohydride; the product is mixed with ether and hydrogen chloride gas passed to precipitate scopine hydrochloride; the precipitate in boiling methylene chloride is treated with ammonia to liberate the base.
GB2560074A 1974-06-10 1974-06-10 Production of scopine Expired GB1469781A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2560074A GB1469781A (en) 1974-06-10 1974-06-10 Production of scopine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2560074A GB1469781A (en) 1974-06-10 1974-06-10 Production of scopine

Publications (1)

Publication Number Publication Date
GB1469781A true GB1469781A (en) 1977-04-06

Family

ID=10230319

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2560074A Expired GB1469781A (en) 1974-06-10 1974-06-10 Production of scopine

Country Status (1)

Country Link
GB (1) GB1469781A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008008376A3 (en) * 2006-07-10 2008-11-13 Sicor Inc Scopine salts and their use in processes for the preparation of n-demethyl-tiotropium and tiotropium bromide
US7662963B2 (en) 2006-07-10 2010-02-16 Sicor Inc. Process for the preparation of tiotropium bromide
US10766898B2 (en) 2015-09-04 2020-09-08 Janssen Pharmaceutica Nv Therapeutic compound for pain and synthesis thereof
CN116731007A (en) * 2023-08-16 2023-09-12 成都第一制药有限公司 Preparation method of scopolamine hydrobromide

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008008376A3 (en) * 2006-07-10 2008-11-13 Sicor Inc Scopine salts and their use in processes for the preparation of n-demethyl-tiotropium and tiotropium bromide
US7662963B2 (en) 2006-07-10 2010-02-16 Sicor Inc. Process for the preparation of tiotropium bromide
JP2012197282A (en) * 2006-07-10 2012-10-18 Sicor Inc Process for preparation of tiotropium bromide
US8344143B2 (en) 2006-07-10 2013-01-01 Sicor, Inc. Process for the preparation of tiotropium bromide
US8378103B2 (en) 2006-07-10 2013-02-19 Sicor, Inc. Process for the preparation of tiotropium bromide
US10766898B2 (en) 2015-09-04 2020-09-08 Janssen Pharmaceutica Nv Therapeutic compound for pain and synthesis thereof
CN116731007A (en) * 2023-08-16 2023-09-12 成都第一制药有限公司 Preparation method of scopolamine hydrobromide
CN116731007B (en) * 2023-08-16 2023-10-24 成都第一制药有限公司 Preparation method of scopolamine hydrobromide

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19930610