19-nor C3, 3-disubstituted C21-C-bound heteroaryl steroids and methods of use thereof
US-10391106-B2 · Aug 27, 2019 · US
Industrial process for the synthesis of nomegestrol-acetate
US11274119B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11274119-B2 |
| Application number | US-201716463425-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 15, 2017 |
| Priority date | Dec 16, 2016 |
| Publication date | Mar 15, 2022 |
| Grant date | Mar 15, 2022 |
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- Title
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Abstract
Official abstract text for this publication.
The invention relates to the last step of a synthetic process, in which Nomegestrol-acetate of formula (I) is synthesized from 17α-acetoxy-6-methylene-19-norpregn-4-ene-3,20-dione of formula (II) in the presence of Pd/C catalyst and acetic acid in hot ethanolic solution.
First claim
Opening claim text (preview).
The invention claimed is: 1. A process for the synthesis of Nomegestrol-acetate of formula (I) characterized by adding the solid starting steroid of formula (II) into an ethanolic solution at 50-78° C., which contains 0.05-0.2 mass fraction of 10% Pd/C catalyst, and 0.01-0.2 mass fraction of acetic acid calculated on the weight of the starting steroid of formula (II), then, after 3-15 min reaction time the catalyst is filtered off, the filtrate is concentrated to one fourth in vacuum, water is added to residue and the precipitated product of formula (I) is filtered off at 0-25° C. 2. The process according to claim 1 , characterized by using 0.08-0.12 mass fraction of catalyst. 3. The process according to claim 1 , characterized by using 0.03-0.07 mass fraction of acetic acid in the reaction. 4. The process according to claim 1 , characterized by carrying out the reaction for 5-10 min. 5. The process according to claim 1 , characterized by using 10-100 fold volume of ethanol calculated on the weight of the steroid. 6. The process according to claim 1 , characterized by carrying out the reaction at 70-78° C. 7. The process according to claim 1 , characterized by using 20-40 fold volume ethanol calculated on the weight of the steroid.
Assignees
Inventors
Classifications
- C07J7/00Primary
Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms (C07J5/00 takes precedence) · CPC title
- C07J7/0045Primary
not substituted in position 16 · CPC title
- C07J75/00Primary
Processes for the preparation of steroids in general · CPC title
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Frequently asked questions
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- What does patent US11274119B2 cover?
- The invention relates to the last step of a synthetic process, in which Nomegestrol-acetate of formula (I) is synthesized from 17α-acetoxy-6-methylene-19-norpregn-4-ene-3,20-dione of formula (II) in the presence of Pd/C catalyst and acetic acid in hot ethanolic solution.
- Who is the assignee on this patent?
- Richter Gedeon Nyrt
- What technology area does this patent fall under?
- Primary CPC classification C07J7/00. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Mar 15 2022 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).