UA84859C2 - Process for the preparation of racemic citalopram diol free base and/or acid addition salt and/or r- or s-diol free base and/or acid addition salt - Google Patents
Process for the preparation of racemic citalopram diol free base and/or acid addition salt and/or r- or s-diol free base and/or acid addition saltInfo
- Publication number
- UA84859C2 UA84859C2 UAA200506921A UA2005006921A UA84859C2 UA 84859 C2 UA84859 C2 UA 84859C2 UA A200506921 A UAA200506921 A UA A200506921A UA 2005006921 A UA2005006921 A UA 2005006921A UA 84859 C2 UA84859 C2 UA 84859C2
- Authority
- UA
- Ukraine
- Prior art keywords
- acid addition
- diol
- free base
- addition salt
- diol free
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 17
- 150000003839 salts Chemical class 0.000 title abstract 17
- 239000012458 free base Substances 0.000 title abstract 13
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 229960001653 citalopram Drugs 0.000 title 1
- -1 citalopram diol Chemical class 0.000 title 1
- 150000002009 diols Chemical class 0.000 abstract 6
- 239000002244 precipitate Substances 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 4
- 239000002585 base Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/275—Nitriles; Isonitriles
- A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A process for the preparation of racemic diol free base and/or acid addition salt and/or R- or S-diol free base and/or acid addition salt comprising a separation of an initial non-racemic mixture of R- and S-diol free base and/or acid addition salt with more than 50% of one of the enantiomers into a fraction being enriched with S-diol or R-diol free base and/or acid addition salt and a fraction comprising RS-diol free base and/or acid addition salt wherein the ratio of R-diol:S-diol is equal to 1:1 or closer to 1:1 than in the initial mixture of R- and S-diol characterized in that i) RS-diol free base and/or acid addition salt is precipitated from a solution of the initial non-racemic mixture of R- and S-diol free base and/or acid addition salt; or R- or S-diol free base and/or acid addition salt is dissolved into a solvent from the initial non-racemic mixture of R- and S-diol free base and/or acid addition salt in said solvent, leaving a residue comprising RS-diol free base and/or acid addition salt; ii) the residue/precipitate formed is separated from the final solution phase; iia) if the residue/precipitate is crystalline it is optionally recrystallised one or more times to form racemic diol; iib) if the residue/precipitate is not crystalline, steps i) and ii) are optionally repeated until a crystalline residue/precipitate is obtained and the crystalline residue/precipitate is optionally recrystallised one or more times to form racemic diol; iii) the final solution phase is optionally subjected to further purification and S-diol or R-diol free base and/or acid addition salt is isolated from the final solution phase; iv) the free bases of the diols obtained are optionally converted to acid addition salts thereof or acid addition salts of the diols obtained are optionally converted to other acid addition salts or acid addition salts of the diols obtained are optionally converted to the corresponding free bases.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200202004 | 2002-12-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA84859C2 true UA84859C2 (en) | 2008-12-10 |
Family
ID=35423357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UAA200506921A UA84859C2 (en) | 2002-12-23 | 2003-12-18 | Process for the preparation of racemic citalopram diol free base and/or acid addition salt and/or r- or s-diol free base and/or acid addition salt |
Country Status (17)
| Country | Link |
|---|---|
| KR (1) | KR101076640B1 (en) |
| CN (1) | CN100334071C (en) |
| AR (1) | AR042655A1 (en) |
| BR (1) | BR0317629A (en) |
| DK (1) | DK1581483T3 (en) |
| EA (1) | EA009061B1 (en) |
| ES (1) | ES2385975T3 (en) |
| ME (1) | MEP5708A (en) |
| MY (1) | MY142404A (en) |
| PE (1) | PE20050065A1 (en) |
| PT (1) | PT1581483E (en) |
| RS (1) | RS52152B (en) |
| SI (1) | SI1581483T1 (en) |
| TW (1) | TWI331605B (en) |
| UA (1) | UA84859C2 (en) |
| UY (1) | UY28146A1 (en) |
| ZA (1) | ZA200504715B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016005827A1 (en) | 2014-07-09 | 2016-01-14 | Zaiats Igor | Proportioner for precise measuring of bulk products |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110590602B (en) * | 2019-09-25 | 2022-04-05 | 浙江海森药业股份有限公司 | Resolution refining method of racemic citalopram diol |
| CN114763329A (en) * | 2021-01-14 | 2022-07-19 | 浙江华海药业股份有限公司 | Method for purifying citalopram key intermediate |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8814057D0 (en) * | 1988-06-14 | 1988-07-20 | Lundbeck & Co As H | New enantiomers & their isolation |
| AR034612A1 (en) * | 2001-06-25 | 2004-03-03 | Lundbeck & Co As H | PROCESS FOR THE PREPARATION OF RACEMIC CITALOPRAM AND / OR OF THE S- OR R-CITALOPRAM THROUGH THE SEPARATION OF A MIXING OF R- AND S-CITALOPRAM |
-
2003
- 2003-12-18 KR KR1020057011898A patent/KR101076640B1/en not_active Expired - Fee Related
- 2003-12-18 RS YU20050488A patent/RS52152B/en unknown
- 2003-12-18 BR BR0317629-0A patent/BR0317629A/en not_active Application Discontinuation
- 2003-12-18 DK DK03767476.9T patent/DK1581483T3/en active
- 2003-12-18 PT PT03767476T patent/PT1581483E/en unknown
- 2003-12-18 CN CNB200380107283XA patent/CN100334071C/en not_active Expired - Lifetime
- 2003-12-18 ES ES03767476T patent/ES2385975T3/en not_active Expired - Lifetime
- 2003-12-18 SI SI200332174T patent/SI1581483T1/en unknown
- 2003-12-18 EA EA200501042A patent/EA009061B1/en not_active IP Right Cessation
- 2003-12-18 UA UAA200506921A patent/UA84859C2/en unknown
- 2003-12-18 ME MEP-57/08A patent/MEP5708A/en unknown
- 2003-12-18 TW TW092135925A patent/TWI331605B/en not_active IP Right Cessation
- 2003-12-22 UY UY28146A patent/UY28146A1/en not_active Application Discontinuation
- 2003-12-22 AR ARP030104781A patent/AR042655A1/en unknown
- 2003-12-22 MY MYPI20034948A patent/MY142404A/en unknown
-
2004
- 2004-01-05 PE PE2004000033A patent/PE20050065A1/en not_active Application Discontinuation
-
2005
- 2005-06-09 ZA ZA200504715A patent/ZA200504715B/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016005827A1 (en) | 2014-07-09 | 2016-01-14 | Zaiats Igor | Proportioner for precise measuring of bulk products |
Also Published As
| Publication number | Publication date |
|---|---|
| RS20050488A (en) | 2007-06-04 |
| CN100334071C (en) | 2007-08-29 |
| KR101076640B1 (en) | 2011-10-27 |
| ZA200504715B (en) | 2006-08-30 |
| EA009061B1 (en) | 2007-10-26 |
| CN1729164A (en) | 2006-02-01 |
| DK1581483T3 (en) | 2012-07-23 |
| SI1581483T1 (en) | 2012-09-28 |
| PE20050065A1 (en) | 2005-02-18 |
| AR042655A1 (en) | 2005-06-29 |
| RS52152B (en) | 2012-08-31 |
| BR0317629A (en) | 2005-11-29 |
| PT1581483E (en) | 2012-07-24 |
| KR20050093801A (en) | 2005-09-23 |
| TWI331605B (en) | 2010-10-11 |
| UY28146A1 (en) | 2004-07-30 |
| ES2385975T3 (en) | 2012-08-06 |
| EA200501042A1 (en) | 2005-12-29 |
| ME00034B (en) | 2010-02-10 |
| TW200512202A (en) | 2005-04-01 |
| MEP5708A (en) | 2010-02-10 |
| MY142404A (en) | 2010-11-30 |
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