brivaracetam intermediate 2
- CAS No.
- 78920-10-2
- Chemical Name:
- brivaracetam intermediate 2
- Synonyms
- 5-hydroxy-4-propylfuran-2(5H)-one;brivaracetam intermediate 2;4-n-Propyl hydroxy furanone;5-Hydroxy-4-Propyl-2-Furanone;5-Hydroxy-4-n-propyl-2-furanone;5-hydroxy-4-n-propylfuran-2-one;2-hydroxy-3-propyl-2H-furan-5-one;5-Hydroxy-4-propyl-2(5H)-furanone;5-Hydroxy-4-propyl-5H-furan-2-one;5-hydroxy-4-propyl-1H-furan-2-one
- CBNumber:
- CB52468656
- Molecular Formula:
- C7H10O3
- Molecular Weight:
- 142.15
- MDL Number:
- MFCD11977490
- MOL File:
- 78920-10-2.mol
| Boiling point | 115 °C(Press: 0.01 Torr) |
|---|---|
| Density | 1.198±0.06 g/cm3(Predicted) |
| vapor pressure | 0.011-0.02Pa at 20-25℃ |
| storage temp. | 2-8°C |
| solubility | Chloroform (Sparingly), Methanol (Slightly) |
| pka | 10.04±0.40(Predicted) |
| form | Oil |
| color | Yellow to Very Dark Brown |
| InChI | InChI=1S/C7H10O3/c1-2-3-5-4-6(8)10-7(5)9/h4,7,9H,2-3H2,1H3 |
| InChIKey | KQMCGGGTJKNIMC-UHFFFAOYSA-N |
| SMILES | C(C1=CC(OC1O)=O)CC |
| LogP | 0.6 at 20℃ and pH6.4 |
| Surface tension | 59.89mN/m at 1g/L and 20℃ |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|---|---|
| Signal word | Warning |
| Hazard statements | H314-H318 |
| Precautionary statements | P280-P305+P351+P338-P310-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501 |
| REACH Registrations | Active |
brivaracetam intermediate 2 price More Price(38)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 280238 | 5-Hydroxy-4-propyl-2(5H)-furanone Asreported | 78920-10-2 | 50g | $505 | 2026-06-03 | Buy |
| Usbiological | 280238 | 5-Hydroxy-4-propyl-2(5H)-furanone Asreported | 78920-10-2 | 100g | $729 | 2026-06-03 | Buy |
| Usbiological | 280238 | 5-Hydroxy-4-propyl-2(5H)-furanone Asreported | 78920-10-2 | 250g | $1204 | 2026-06-03 | Buy |
| Usbiological | 280238 | 5-Hydroxy-4-propyl-2(5H)-furanone Asreported | 78920-10-2 | 500g | $1763 | 2026-06-03 | Buy |
| Usbiological | 280238 | 5-Hydroxy-4-propyl-2(5H)-furanone Asreported | 78920-10-2 | 1Kg | $2613 | 2026-06-03 | Buy |
brivaracetam intermediate 2 Chemical Properties, Uses, Production
Uses
4-Propyl-5-hydroxyfuran-2-one can be used as a pharmaceutical synthesis intermediate, such as in the preparation of brivaracetam. Brivaracetam, chemically named (2S)-2-[(4R)-2-oxo-4-n-propylpyrrolidine]butanamide, is a novel antiepileptic drug developed by UCB in Belgium.
Application
4-Propyl-5-hydroxyfuran-2-one can be used as a pharmaceutical synthesis intermediate, as shown in the following reaction:
First, an appropriate amount of 18g of (S)-2-aminobutyramide hydrochloride is released in 100mL of ammonia in isopropanol solution (3.3-3.7mol/L), and then reacted with 19g of 4-propyl-5-hydroxyfuran-2-one at room temperature; 18.44g of solid product is obtained. Yield 61.0%. Alternatively, a solution of isopropanol containing 5-hydroxy-4-n-propyl-furan-2-one was slowly added dropwise to a solution of free (S)-2-aminobutyramide in isopropanol, and the mixture was magnetically stirred overnight at room temperature. The reaction was then carried out directly to the next step without further treatment. ESI-MS (m/z): 227 [M+H]+.
Synthesis
110-62-3
298-12-4
78920-10-2
General procedure for the synthesis of 5-hydroxy-4-propyl-2(5H)-furanone from n-pentanal and 2-oxoacetic acid (example of an industrial batch): the amounts of all materials were calculated based on the amount of glyoxalic acid in 50% w/w glyoxalate solution. (0050) Heptane (1285 kg, 1889 L, 4.04 v/v) and morpholine (595 L, 601.3 kg, 6902 mol, 1.09 equiv) were added to the reactor. After the addition of morpholine, the dosing equipment was flushed with heptane (20 L, 0.04 v/v). The mixed solution was stirred at 22-23 °C for 10 min and subsequently cooled to 4.4 °C. (0051) A 50% aqueous solution of glyoxalate (935 kg, 6318 mol, 1.0 eq.) was slowly added, controlling the rate of addition to keep the reaction temperature below 40 °C. Upon completion of addition, the addition equipment was flushed with heptane (20 L, 0.04 v/v). The reaction mixture was stirred at a temperature range of 30.9 to 23.8 °C for 2 hours. Subsequently, n-pentanal (706 L, 576.8 kg, 6697 mol, 1.06 eq.) was slowly added, again controlling the rate of addition to keep the temperature below 40 °C. (0052) Upon completion of n-pentanal addition, the addition equipment was flushed with heptane (40 L, 0.08 v/v). The material in the reactor was heated to 40.1-41.7 °C and the reaction was maintained at this temperature for 18 hours and 04 minutes. Upon completion of the reaction, the mixture was cooled to 22.8 °C and aqueous hydrochloric acid (1168 L, 1.73 eq.) was slowly added at this temperature, controlling the rate of addition to maintain the temperature between 23.5-25.0 °C. The reaction was then purged by stirring. After completion of acid addition, the reaction mixture was continued to be stirred for 4 hours. (0053) The reaction mixture was allowed to stand to separate the organic phase after layering. The aqueous phase was washed three times with heptane (3 x 943 L, 3 x 2 v/v). Diisopropyl ether (1322 kg, 1888 L, 4.04 v/v) was added to the aqueous phase, followed by the addition of solid sodium carbonate (199 kg) in batches until the pH reached 0.4. After standing and stratifying the mixture, the organic phase was separated. The target compound (II) was extracted from the aqueous phase with diisopropyl ether (2 × 530 kg, 2 × 756 L, 2 × 1.6 v/v). All organic phases were combined and washed once with 20% w/w aqueous sodium chloride solution (944.2 kg, 1.6 v/v). Subsequently, the organic layer was dried by azeotropic distillation under vacuum (jacket temperature not exceeding 40 °C) and filtered. Finally, the solution was concentrated under vacuum below 40 °C and filtered by polishing through a 10 μm cartridge filter. Correction for water content (3.7%) and DIPE content (3.8%) based on the total mass of water (934.9 kg) resulted in 864.8 kg of compound (II) (6084 mol, 96.3% yield).
References
[1] Patent: WO2017/76738, 2017, A1. Location in patent: Page/Page column 6-7
[2] Patent: CN106748950, 2017, A. Location in patent: Paragraph 0064; 0065; 0081; 0082; 0098; 0099; 0115; 0116
[3] Synthetic Communications, 2018, vol. 48, # 1, p. 85 - 90
[4] Patent: WO2011/86565, 2011, A1. Location in patent: Page/Page column 23-24
[5] Patent: WO2011/86566, 2011, A1. Location in patent: Page/Page column 24
brivaracetam intermediate 2 Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu Climb Pharmaceutical Technology Co., Ltd. | 028-87608726 13540107218 | sales@cdclimb.com | China | 104 | 58 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16306 | 64 |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400 638 7771 | sales@heowns.com | China | 14412 | 57 |
| Sci General Material & Chemical Ltd | 021-58388037;21-58388037 13472507714 | 35177634@qq.com;1589045147@qq.com | China | 795 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Shanghai Balmxy Pharmaceutical Co., Ltd | 021-24206007 13764915196 | sales@balmxy.com | China | 6959 | 55 |
| Shanghai YuLue Chemical Co., Ltd. | 021-60345187 13671753212 | lzz841106@aliyun.com | China | 10244 | 55 |
| Cool Pharm, Ltd | 021-60455363 18019463053 | sales@coolpharm.com | China | 8455 | 58 |
| Chengdu Miracle Pharmaceutical Co., Ltd. | 028-86136736 19130631884 | sales@mic-pharma.com | China | 346 | 56 |
View Latest Price from brivaracetam intermediate 2 manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-20 | 2(5H)-FURANONE, 5-HYDROXY-4-PROPYL-
78920-10-2
|
0.99 | RongNa Biotechnology Co.,Ltd | ||||
 |
2019-07-06 | 2(5H)-FURANONE, 5-HYDROXY-4-PROPYL-
78920-10-2
|
$100.00 | 100G | 98% | 500KG | Career Henan Chemical Co |
-
- 2(5H)-FURANONE, 5-HYDROXY-4-PROPYL-
78920-10-2
- 0.99
- RongNa Biotechnology Co.,Ltd
-
- 2(5H)-FURANONE, 5-HYDROXY-4-PROPYL-
78920-10-2
- $100.00
- 98%
- Career Henan Chemical Co
