5-Acetyl-1H-Pyrazole-3-carboxylic acid
- CAS No.
- 1297537-45-1
- Chemical Name:
- 5-Acetyl-1H-Pyrazole-3-carboxylic acid
- Synonyms
- ODM-201 int1;ODM-201 intermediate 1;5-Acetylpyrazole-3-carboxylic Acid;5-Acetyl-1H-pyrazole-3-carboxylic acic;5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID;1H-Pyrazole-3-carboxylic acid, 5-acetyl-;5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID(For export only);3-Acetyl-1H-pyrazole-5-carboxylic acidQ: What is 3-Acetyl-1H-pyrazole-5-carboxylic acid Q: What is the CAS Number of 3-Acetyl-1H-pyrazole-5-carboxylic acid
- CBNumber:
- CB5804520
- Molecular Formula:
- C6H6N2O3
- Molecular Weight:
- 154.12
- MDL Number:
- MFCD05864511
- MOL File:
- Mol file
- MSDS File:
- SDS
| Melting point | 257-269 °C (decomp)(Solv: ethanol (64-17-5); benzene (71-43-2)) |
|---|---|
| Boiling point | 479.2±30.0 °C(Predicted) |
| Density | 1.467±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| pka | 3.60±0.10(Predicted) |
| InChI | InChI=1S/C6H6N2O3/c1-3(9)4-2-5(6(10)11)8-7-4/h2H,1H3,(H,7,8)(H,10,11) |
| InChIKey | HFBWRCZRDIVAMQ-UHFFFAOYSA-N |
| SMILES | N1C(C(C)=O)=CC(C(O)=O)=N1 |
| FDA UNII | 7943Q8X59W |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
5-Acetyl-1H-Pyrazole-3-carboxylic acid price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | A165568 | 3-Acetyl-1H-pyrazole-5-carboxylicAcid | 1297537-45-1 | 100mg | $265 | 2021-12-16 | Buy |
| Matrix Scientific | 063858 | 3-Acetyl-1H-pyrazole-5-carboxylic acid | 1297537-45-1 | 500mg | $394 | 2021-12-16 | Buy |
| AK Scientific | 6307AC | 3-Acetyl-1H-Pyrazole-5-CarboxylicAcid | 1297537-45-1 | 500mg | $581 | 2021-12-16 | Buy |
| ChemScene | CS-0037190 | 5-Acetyl-1H-pyrazole-3-carboxylicacid | 1297537-45-1 | 1g | $688 | 2021-12-16 | Buy |
| ChemScene | CS-0037190 | 5-Acetyl-1H-pyrazole-3-carboxylicacid | 1297537-45-1 | 5g | $2064 | 2021-12-16 | Buy |
5-Acetyl-1H-Pyrazole-3-carboxylic acid Chemical Properties,Uses,Production
Uses
5-acetyl-1H-pyrazole-3-carboxylic acid can be used in the industrialization of substances such as polyurethanes. Impurities in this chemical are removed through filtration before it is used for synthesis.
Definition
5-Acetyl-1H-pyrazole-3-carboxylic acid can be considered a valuable building block for other types of organic and medicinal chemistry transformations and is the essential starting material for the preparation of Darolutamide, which is chemically known as N-{(2S)-1-[3-(3-chloro-4- cyanophenyl)-1H-pyrazol-1-yl]propan-2-yl}-5-(1-hydroxyethyl)-1H-pyrazole-3- 10 carboxamide. Orion Corporation and Bayer Health Care developed Darolutamide. It is an anti-androgen medication that is used for the treatment of prostate cancer in men. Recently, a safe and metal-free process using ethyl glycinate hydrochloride as the starting material has been developed to prepare 5-Acetyl-1H-Pyrazole-3-carboxylic acid[1-2].
Synthesis
5-Acetyl-1H-pyrazole-3-carboxylic acid is a chemical compound that is synthesized from hydrazine and acetyl chloride.
Potassium tert-butoxide (102 g) was added lot-wise to the pre-cooled mixture of 3,3-dimethoxybutane-2-one (100 g) in toluene (1000 ml) at 5-10°C and stirred for 45 minutes. Diethyl oxalate (132 g) was added to the mixture at 10-15°C and stirred for 4 hours. Filtered the solid. To the filtered solid water (3000 ml) was added and cooled to 5-10°C. Solution of Hydrazine monohydrochloride (51.8 g) was slowly added to the mixture at 5-10°C and stirred for 4 hrs. Dichloromethane (1000 ml) was added to the mixture at 5-10°C and stirred for 15 minutes. Allowed to heat the mixture to 25-30°C and stirred for 15 minutes. Filtered the mixture through hyflow. Organic layer was separated from the filtrate. Distilled-off the organic layer and co-distilled in n-heptane (50 ml). n-heptane (300 ml) was added to the mixture at 25-30°C. Heated the mixture at 45-50°C and stirred for 1 hrs. Allowed to cool the mixture to 25-30°C and stirred for 3 hours. Filtered the solid. THF (150 ml) was added to the obtained solid. aq. Sodium hydroxide solution was added to the mixture at 10-15°C. Heated the mixture to 55-60°C and stirred for 2 hrs. Allowed to cool the mixture to 25-30°C and stirred for 15 minutes. Separated the aqueous layer from organic layer. Water was added to the aqueous layer at 25-30°C. Cooled the mixture to 20-25°C. Treated the mixture with hydrochloric acid at 20-25°C. Allowed to heat the mixture to 25-30°C and stirred for 4 hours. Filtered the solid and dried. Tetrahydrofuran (300 ml) was added to the obtained solid at 25-30°C. Heated the mixture to 50-55°C and stirred for 60 minutes. Allowed to cool the mixture to 25-30°C and stirred for 3 hours. Filtered the solid and dried to get 5-Acetyl-1H-pyrazole-3-carboxylic acid, Yield: 63 gm Purity by HPLC: 99.93%.
References
[1] László Poszávácz. "New, Scalable Process for the Preparation of 5-Acetyl-1 H -pyrazole-3-carboxylic Acid, a Key Intermediate of Darolutamide." Synthesis-Stuttgart 33 2 (2023): 2061–2069.
[2] Bence Szilágyi. "Safe and Efficient Continuous-Flow Synthesis and Batchwise Hydrolysis of Ethyl 5-Acetyl-1 H -pyrazole-3-carboxylate: A Key Synthon of Darolutamide." Synthesis-Stuttgart 212 1 (2022): 959–966.
5-Acetyl-1H-Pyrazole-3-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hangzhou Qiwei Pharmatech Co.,Ltd | 13282840061 | mw@qwpharmatech.com | China | 109 | 58 |
| Changzhou AniKare Pharmatech Co., Ltd. | +86-0519-8359-8696 +8618018249389 | sales@anikare.com | China | 6452 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 6992 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21149 | 58 |
| Neostar United (Changzhou) Industrial Co., Ltd. | +86-519-519-85557386 | marketing1@neostarunited.com | China | 8349 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23556 | 58 |
| Labnetwork lnc. | +86-27-50766799 +8618062016861 | contact@labnetwork.com | China | 19994 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418684 +8618949823763 | sales@tnjchem.com | China | 25363 | 58 |
View Lastest Price from 5-Acetyl-1H-Pyrazole-3-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2020-01-08 | 5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID
1297537-45-1
|
US $2.00 / KG | 1KG | 98% | 100g , 1kg, 5kg , 50kg | Career Henan Chemical Co |
-
- 5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID
1297537-45-1
- US $2.00 / KG
- 98%
- Career Henan Chemical Co