5-Acetyl-1H-Pyrazole-3-carboxylic acid
- Product Name
- 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
- Formula Weight
- 154.12
- MOL File
- Mol file
5-Acetyl-1H-Pyrazole-3-carboxylic acid Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A165568
- Product name
- 3-Acetyl-1H-pyrazole-5-carboxylicAcid
- Packaging
- 100mg
- Price
- $265
- Updated
- 2021/12/16
- Product number
- 063858
- Product name
- 3-Acetyl-1H-pyrazole-5-carboxylic acid
- Packaging
- 500mg
- Price
- $394
- Updated
- 2021/12/16
- Product number
- 6307AC
- Product name
- 3-Acetyl-1H-Pyrazole-5-CarboxylicAcid
- Packaging
- 500mg
- Price
- $581
- Updated
- 2021/12/16
- Product number
- CS-0037190
- Product name
- 5-Acetyl-1H-pyrazole-3-carboxylicacid
- Packaging
- 1g
- Price
- $688
- Updated
- 2021/12/16
- Product number
- CS-0037190
- Product name
- 5-Acetyl-1H-pyrazole-3-carboxylicacid
- Packaging
- 5g
- Price
- $2064
- Updated
- 2021/12/16
5-Acetyl-1H-Pyrazole-3-carboxylic acid Chemical Properties,Usage,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
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View Lastest Price from 5-Acetyl-1H-Pyrazole-3-carboxylic acid manufacturers
- Product
- 5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID 1297537-45-1
- Price
- US $10.00-3.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-29
- Product
- 5-ACETYL-1H-PYRAZOLE-3-CARBOXYLIC ACID 1297537-45-1
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100g , 1kg, 5kg , 50kg
- Release date
- 2020-01-07