Method for producing finerenone, intermediate compounds of finerenone, and method for producing the same
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- JW PHARMA CORP
- Filing Date
- 2024-05-30
- Publication Date
- 2026-06-09
AI Technical Summary
【0142】 上記で説明した本発明に係るフィネレノンの製造方法によると、化合物2aおよび化合物3は、それぞれ安定した物質であり、別の精製工程なしに容易に固体として得ることができる。ラセミ混合物である化合物1は、安定性が低く、取扱いや保管などに困難を伴うが、フィネレノンの中間体化合物として化合物2aまたは化合物3は安定性に優れる。このようにラセミ混合物である化合物1において、固体であり、かつ安定した物質として得られた化合物2aおよび化合物3を、それぞれ中間化合物として、容易に化合物1を光学分割することができる。
Smart Images
Figure 2026518792000001_ABST
Abstract
Claims
1. A step of producing compound 2a represented by chemical formula 2a or compound 3 represented by chemical formula 3 using compound 1 represented by chemical formula 1, The step of producing finerenone represented by chemical formula I from compound 2a or compound 3, A method for producing finerenone. 【Chemistry 1】 【Chemistry 2】 【Transformation 3】 【Chemistry 4】
2. The step of producing compound 2a or compound 3 is: The process includes the step of reacting compound 1 with di-p-toluoyl-D-tartaric acid or (-)-camphor-10-sulfonic acid. A method for producing finerenone according to claim 1.
3. Compound 1 is reacted with di-p-toluoyl-D-tartaric acid or (-)-camphor-10-sulfonic acid under acetonitrile conditions. A method for producing finerenone according to claim 2.
4. The step of producing compound 2a or compound 3 is: The step includes reacting compound 1 with di-p-toluoyl-D-tartaric acid or (-)-camphor-10-sulfonic acid at 15°C to 90°C. A method for producing finerenone according to claim 2.
5. The step of producing compound 2a is: The process includes the step of reacting compound 1 with di-p-toluoil-D-tartaric acid under at least one organic solvent selected from the group consisting of methanol, ethanol, THF, and acetonitrile. A method for producing finerenone according to claim 1.
6. The steps for producing compound 3 are: The process includes the step of reacting compound 1 with (-)-camphor-10-sulfonic acid under acetonitrile conditions. A method for producing finerenone according to claim 1.
7. Acetonitrile is mixed in an amount ten times the weight of compound 1. A method for producing finerenone according to claim 6.
8. The step of producing the finerenone is: The step of obtaining compound 1a represented by chemical formula 1a using compound 2a or compound 3, A method for producing finerenone according to claim 1. 【Transformation 5】
9. The step of obtaining the compound 1a is, Under conditions of an aqueous alcohol solution, disodium hydrogen phosphate (Na ２ HPO ４ The method involves adding () and carrying out the reaction. A method for producing finerenone according to claim 8.
10. The step of producing the finerenone is: The step of obtaining finerenone by using compound 2a or compound 3 as a reactant in an amide coupling reaction, A method for producing finerenone according to claim 1.
11. The step of obtaining finerenone as a reactant of compound 2a or compound 3 in an amide coupling is: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), 4-dimethylaminopyridine (DMAP), and ammonium hydroxide (NH3) in ethyl acetate (EA). ４ This is carried out by reacting OH) with compound 2a or compound 3. A method for producing finerenone according to claim 10.
12. The step of producing the finerenone is: The process further includes the step of salting the obtained compound 1a to produce compound 2a or compound 3. A method for producing finerenone according to claim 8.
13. The step of producing compound 2a is: The process further includes the step of mixing compound 1a and di-p-toluoil-D-tartaric acid in an equivalent ratio of 1:0.1 to 1:0.9 and reacting them. A method for producing finerenone according to claim 12.
14. The step of producing compound 2a is: The process includes the step of reacting compound 1a with di-p-toluoil-D-tartaric acid under at least one organic solvent selected from the group consisting of methanol and THF. A method for producing finerenone according to claim 12.
15. The method for producing finerenone involves the steps of oxidizing compound 2b represented by chemical formula 2b to obtain compound 5 represented by the following chemical formula 5, The step further includes reducing compound 5 to obtain compound 1 represented by chemical formula 1, A method for producing finerenone according to claim 1. 【Transformation 6】 【Transformation 7】
16. An intermediate compound for the production of finerenone, which is compound 2a represented by the chemical formula 2a below, or compound 2b represented by the chemical formula 2b below. 【Transformation 8】 【Chemistry 9】
17. The process includes the step of reacting compound 1 represented by chemical formula 1 with di-p-toluoil-D-tartaric acid to produce compound 2a represented by chemical formula 2a or compound 2b represented by chemical formula 2b. A method for producing intermediate compounds for the manufacture of finerenone. 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】
18. An intermediate compound for the production of finerenone, represented by chemical formula 3 below. 【Chemistry 13】
19. The process includes the step of reacting compound 1, represented by chemical formula 1, with (-)-camphor-10-sulfonic acid to produce compound 3, represented by chemical formula 3. A method for producing intermediate compounds for the manufacture of finerenone. 【Chemistry 14】 【Chemistry 15】
20. The step of oxidizing compound 2b represented by chemical formula 2b to obtain compound 5 represented by the following chemical formula 5, The step includes reducing compound 5 to obtain compound 1 represented by chemical formula 1, A method for producing compound 1 represented by chemical formula 1. 【Chemistry 16】 【Chemistry 17】 [Chemistry 18]
21. The step of obtaining compound 5 involves reacting compound 2b with cerium ammonium nitrate (CAN) under acetonitrile conditions. A method for producing the compound 1 represented by chemical formula 1 as described in claim 20.
22. The step of obtaining compound 1 involves reacting compound 5, zinc powder, and ammonium formate under THF conditions. A method for producing the compound 1 represented by chemical formula 1 as described in claim 20.