Abstract: The present invention relates to an improved process for the preparation of Fenoprofen calcium (1). Further, the present invention provides Fenoprofen calcium (1) having purity greater than 99.0 %.
1. A process for the preparation of Fenoprofen calcium (1) with purity greater
than 99.0% by HPLC, comprising:
a) reducing 1-(3-phenoxyphenyl) ethanone (6) with a suitable reducing agent to form 1-(3-phenoxyphenyl) ethanol (5);
b) chlorinating intermediate (5) using a suitable chlorinating agent to form 1-(1-chloroethyl)-3-phenoxybenzene (4);
c) converting intermediate (4) to 2-(3-phenoxyphenyl) propanenitrile (3);
d) converting intermediate (3) to sodium 2-(3-phenoxyphenyl) propanoate (2) in presence of a suitable base; and
e) converting sodium 2-(3-phenoxyphenyl) propanoate (2) to Fenoprofen calcium (1).
2. The process according to claim 1, wherein the suitable reducing used in step a) is selected from a group comprising of lithium aluminum hydride (LiAlH4), sodium borohydride (NaBH4), sodium cyanoborohydride (NaBH3CN), sodium triacetoxyborohydride (NaBH (CH₃COO)₃), sodium borohydride (NaBH4), lithium cyanoborohydride, tetrabutylammonium cyanoborohydride ((CH3CH2CH2CH2)4N(BH3CN)), tetramethylammonium triacetoxyborohydride (NMe4BH(OAc)3.
3. The process according to claim 1, wherein the suitable chlorinating agent used in step b) is ammonium chloride.
4. The process according to claim 1, wherein the suitable base used in step d) used is selected from a group comprising of sodium hydroxide, potassium hydroxide, lithium hydroxide ,sodium carbonate, potassium carbonate, lithium carbonate, sodium bicarbonate, potassium bicarbonate, lithium bicarbonate, sodium methoxide, sodium ethoxide, sodium tert-butoxide, potassium methoxide, potassium ethoxide, potassium tert-butoxide, or mixtures thereof .
5. The process according to claim 1, wherein the suitable solvent used in the present invention is protic or aprotic solvents or its mixture selected from
the group comprising of methanol, ethanol, propanol, isopropanol, butanol, water, acetone, acetonitrile, benzene, dichloromethane, ethyl acetate, acetone, dichloromethane dimethylformamide, dimethyl sulfoxide, toulene, tetrahydrofuran or mixtures thereof.
6. A process for the preparation of Fenoprofen calcium (1) with purity
1. reducing 1-(3-phenoxyphenyl) ethanone (6) with a suitable reducing agent to form 1-(3-phenoxyphenyl) ethanol (5);
2. brominating intermediate (5) using a suitable chlorinating agent to form 1-(1-bromoethyl)-3-phenoxybenzene (9);
3. converting intermediate (9) to 2-(3-phenoxyphenyl) propanenitrile (3);
4. converting intermediate (3) to sodium 2-(3-phenoxyphenyl) propanoate (2) in presence of a suitable base; and
5. converting sodium 2-(3-phenoxyphenyl) propanoate (2) to Fenoprofen calcium (1).
7. The process according to claim 6, wherein the intermediate 1-(3-phenoxyphenyl) ethanone (6) used is prepared by heating 3-hydroxy acetophenone (8) with bromobenzene (7) in presence of potassium carbonate and metal catalyst, copper bronze.
8. The process according to claim 1, wherein the Fenoprofen calcium (1) obtained is having purity greater than 99.0% and total impurities less than 1% (w/w).
9. The process according to claim 1, wherein the Fenoprofen calcium (1) obtained is having characteristic X-Ray powder diffraction as shown in
| # | Name | Date |
|---|---|---|
| 1 | 201941037162-FER.pdf | 2025-04-30 |
| 1 | 201941037162-PROVISIONAL SPECIFICATION [16-09-2019(online)].pdf | 2019-09-16 |
| 2 | 201941037162-FORM 18 [09-09-2023(online)].pdf | 2023-09-09 |
| 2 | 201941037162-FORM FOR SMALL ENTITY(FORM-28) [16-09-2019(online)].pdf | 2019-09-16 |
| 3 | 201941037162-FORM FOR SMALL ENTITY [16-09-2019(online)].pdf | 2019-09-16 |
| 3 | 201941037162-COMPLETE SPECIFICATION [16-09-2020(online)].pdf | 2020-09-16 |
| 4 | 201941037162-FORM 1 [16-09-2019(online)].pdf | 2019-09-16 |
| 4 | 201941037162-DRAWING [16-09-2020(online)].pdf | 2020-09-16 |
| 5 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI(FORM-28) [16-09-2019(online)].pdf | 2019-09-16 |
| 5 | 201941037162-ENDORSEMENT BY INVENTORS [16-09-2020(online)].pdf | 2020-09-16 |
| 6 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI [16-09-2020(online)].pdf | 2020-09-16 |
| 6 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI [16-09-2019(online)].pdf | 2019-09-16 |
| 7 | 201941037162-FORM 3 [16-09-2020(online)].pdf | 2020-09-16 |
| 7 | 201941037162-DRAWINGS [16-09-2019(online)].pdf | 2019-09-16 |
| 8 | Correspondence by Applicant_Form1-Form28_30-09-2019.pdf | 2019-09-30 |
| 8 | 201941037162-FORM FOR SMALL ENTITY [16-09-2020(online)].pdf | 2020-09-16 |
| 9 | 201941037162-FORM FOR SMALL ENTITY [16-09-2020(online)].pdf | 2020-09-16 |
| 9 | Correspondence by Applicant_Form1-Form28_30-09-2019.pdf | 2019-09-30 |
| 10 | 201941037162-DRAWINGS [16-09-2019(online)].pdf | 2019-09-16 |
| 10 | 201941037162-FORM 3 [16-09-2020(online)].pdf | 2020-09-16 |
| 11 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI [16-09-2019(online)].pdf | 2019-09-16 |
| 11 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI [16-09-2020(online)].pdf | 2020-09-16 |
| 12 | 201941037162-ENDORSEMENT BY INVENTORS [16-09-2020(online)].pdf | 2020-09-16 |
| 12 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI(FORM-28) [16-09-2019(online)].pdf | 2019-09-16 |
| 13 | 201941037162-DRAWING [16-09-2020(online)].pdf | 2020-09-16 |
| 13 | 201941037162-FORM 1 [16-09-2019(online)].pdf | 2019-09-16 |
| 14 | 201941037162-COMPLETE SPECIFICATION [16-09-2020(online)].pdf | 2020-09-16 |
| 14 | 201941037162-FORM FOR SMALL ENTITY [16-09-2019(online)].pdf | 2019-09-16 |
| 15 | 201941037162-FORM 18 [09-09-2023(online)].pdf | 2023-09-09 |
| 15 | 201941037162-FORM FOR SMALL ENTITY(FORM-28) [16-09-2019(online)].pdf | 2019-09-16 |
| 16 | 201941037162-FER.pdf | 2025-04-30 |
| 16 | 201941037162-PROVISIONAL SPECIFICATION [16-09-2019(online)].pdf | 2019-09-16 |
| 17 | 201941037162-POA [24-10-2025(online)].pdf | 2025-10-24 |
| 18 | 201941037162-FORM-26 [24-10-2025(online)].pdf | 2025-10-24 |
| 19 | 201941037162-FORM FOR SMALL ENTITY [24-10-2025(online)].pdf | 2025-10-24 |
| 20 | 201941037162-FORM 13 [24-10-2025(online)].pdf | 2025-10-24 |
| 21 | 201941037162-EVIDENCE FOR REGISTRATION UNDER SSI [24-10-2025(online)].pdf | 2025-10-24 |
| 22 | 201941037162-AMENDED DOCUMENTS [24-10-2025(online)].pdf | 2025-10-24 |
| 23 | 201941037162-FER_SER_REPLY [27-10-2025(online)].pdf | 2025-10-27 |
| 24 | 201941037162-DRAWING [27-10-2025(online)].pdf | 2025-10-27 |
| 25 | 201941037162-CLAIMS [27-10-2025(online)].pdf | 2025-10-27 |
| 26 | 201941037162-ABSTRACT [27-10-2025(online)].pdf | 2025-10-27 |
| 1 | 201941037162_SearchStrategyNew_E_201941037162E_29-04-2025.pdf |