ChemicalBook > CAS DataBase List > Ethyl 3-methyl-1H-pyrazole-5-carboxylate
Ethyl 3-methyl-1H-pyrazole-5-carboxylate
- Product Name
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate
- CAS No.
- 4027-57-0
- Chemical Name
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate
- Synonyms
- 5-Methyl-1H-pyrazole-3-carboxylic acid ethyl ester;1H-Pyrazole-3-carboxylic acid, 5-methyl-, ethyl ester;AKOS PAO-0427;BUTTPARK 29\06-79;3-methylpyrazole-5-ethyl formate;3-Ethoxycarbonyl-5-methylpyrazole;ETHYL 3-METHYLPYRAZOLE-5-CARBOXYLATE;ETHYL 3-METHYL-5-PYRAZOLECARBOXYLATE;Ethyl 5-methylpyrazole-3-carboxylate;Ethyl3-Methylpyrazole-5-carboxylate>
- CBNumber
- CB5360136
- Molecular Formula
- C7H10N2O2
- Formula Weight
- 154.17
- MOL File
- 4027-57-0.mol
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Ethyl 3-methyl-1H-pyrazole-5-carboxylate Property
- Melting point:
- 80-84 °C (lit.)
- Boiling point:
- 299.1±20.0 °C(Predicted)
- Density
- 1.171±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 11.60±0.10(Predicted)
- color
- White to Light yellow
- BRN
- 4192
- InChI
- InChI=1S/C7H10N2O2/c1-3-11-7(10)6-4-5(2)8-9-6/h4H,3H2,1-2H3,(H,8,9)
- InChIKey
- BOTXQJAHRCGJEG-UHFFFAOYSA-N
- SMILES
- N1C(C)=CC(C(OCC)=O)=N1
- CAS DataBase Reference
- 4027-57-0(CAS DataBase Reference)
- NIST Chemistry Reference
- 3(5)-methyl-5(3)-ethoxycarbonylpyrazole(4027-57-0)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 558354
- Product name
- Ethyl 3-methylpyrazole-5-carboxylate
- Purity
- 98%
- Packaging
- 5g
- Price
- $60.9
- Updated
- 2025/07/31
TCI Chemical
- Product number
- E1100
- Product name
- Ethyl 3-Methylpyrazole-5-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
TCI Chemical
- Product number
- E1100
- Product name
- Ethyl 3-Methylpyrazole-5-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $78
- Updated
- 2025/07/31
Ark Pharm
- Product number
- P000724464
- Product name
- Ethyl 3-methylpyrazole-5-carboxylate
- Purity
- 97%
- Packaging
- 100g
- Price
- $180
- Updated
- 2021/12/16
AK Scientific
- Product number
- X0333
- Product name
- Ethyl3-methyl-1H-pyrazole-5-carboxylate
- Packaging
- 25g
- Price
- $129
- Updated
- 2021/12/16
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Ethyl 3-methyl-1H-pyrazole-5-carboxylate Chemical Properties,Usage,Production
Chemical Properties
White to yellow solid
Uses
Ethyl 3-Methyl-5-pyrazolecarboxylate is a useful synthetic intermediate. It is used to prepare tetrahydroisoquinoline amide substituted Ph pyrazoles as selective Bcl-2 inhibitors. It is also studies as a hypolipidemic agent.
Uses
Ethyl 3-methylpyrazole-5-carboxylate may be used to synthesize the following ligands:
- potassium salt of new dihydrobis(3-carboxyethyl-5-methylpyrazolyl)borate (BpCOOEt,Me)
- [(3-carboxy-5-methyl-1H-1-pyrazolyl) (3-methyl-5-carboxy-1H-1-pyrazolyl)methane, which readily forms Zn(II) and Cd(II) complexes
- bis(3-carboxy-5-methyl-1H-1-pyrazolyl)methane, which readily forms Zn(II) and Cd(II) complexes
General Description
Ethyl 3-methylpyrazole-5-carboxylate can be prepared by reacting ethyl acetylpyruvate and hydrazine.
Synthesis
615-79-2
4027-57-0
The general procedure for the synthesis of ethyl 3-methylpyrazole-5-carboxylate from ethyl acetylpyruvate was as follows: hydrazine monohydrate (5.4 mL, 110.68 mmol) was slowly added dropwise to a solution of EtOH/AcOH (100/1 mL) of ethyl 2,4-dioxovalerate (11.67 g, 73.79 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 15 h. The reaction mixture was poured into water (50 mL) and saturated aqueous NaHCO3 solution (5 mL) and extracted with EtOAc (3 x 50 mL). The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford ethyl 5-methyl-1H-pyrazole-3-carboxylate (8.41 g, white solid, 74% yield), which could be used for the subsequent reaction without further purification. The product was characterized as follows: 1H NMR (CDCl3, 250 MHz): δ 6.55 (s, 1H), 4.34 (q, J = 7.13 Hz, 2H), 2.35 (s, 3H), 1.33 (t, J = 7.13 Hz, 3H); EI-MS: m/z = 155 [M+1]+.
References
[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 5, p. 2180 - 2194
[2] Patent: WO2009/7399, 2009, A1. Location in patent: Page/Page column 80
[3] Patent: WO2006/32851, 2006, A1. Location in patent: Page/Page column 39
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 15, p. 3017 - 3023
[5] Journal of the Chemical Society, 1945, p. 114
Ethyl 3-methyl-1H-pyrazole-5-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl 3-methyl-1H-pyrazole-5-carboxylate manufacturers
Shaanxi Dideu Medichem Co. Ltd
- Product
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate 4027-57-0
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2020-04-24
Career Henan Chemical Co
- Product
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate 4027-57-0
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- customise
- Release date
- 2018-08-09
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