Ethyl 3-methyl-1H-pyrazole-5-carboxylate
- CAS No.
- 4027-57-0
- Chemical Name:
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate
- Synonyms
- 1H-Pyrazole-3-carboxylic acid, 5-methyl-, ethyl ester;5-Methyl-1H-pyrazole-3-carboxylic acid 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
- Molecular Weight:
- 154.17
- MDL Number:
- MFCD00052514
- MOL File:
- 4027-57-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| pka | 11.60±0.10(Predicted) |
| form | powder to crystal |
| 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) |
| FDA UNII | 55U2A7EN9X |
| NIST Chemistry Reference | 3(5)-methyl-5(3)-ethoxycarbonylpyrazole(4027-57-0) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| PPE | Eyeshields, Gloves, multi-purpose combination respirator cartridge (US) | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29331990 | |||||||||
| Storage Class | 10 - Combustible liquids | |||||||||
| NFPA 704 |
|
Ethyl 3-methyl-1H-pyrazole-5-carboxylate price More Price(82)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 558354 | Ethyl 3-methylpyrazole-5-carboxylate 98% | 4027-57-0 | 5g | $64.8 | 2026-04-30 | Buy |
| TCI Chemical | E1100 | Ethyl 3-Methylpyrazole-5-carboxylate >98.0%(GC) | 4027-57-0 | 1g | $24 | 2026-04-30 | Buy |
| TCI Chemical | E1100 | Ethyl 3-Methylpyrazole-5-carboxylate >98.0%(GC) | 4027-57-0 | 5g | $78 | 2026-04-30 | Buy |
| Usbiological | 449124 | Ethyl 3-Methyl-5-pyrazolecarboxylate | 4027-57-0 | 5g | $403 | 2026-06-03 | Buy |
| Usbiological | 449124 | Ethyl 3-Methyl-5-pyrazolecarboxylate | 4027-57-0 | 25g | $785 | 2026-06-03 | Buy |
Ethyl 3-methyl-1H-pyrazole-5-carboxylate Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Xinyi Kaiwu Chemical Technology Co., Ltd. | 0516-0516-88997009 18651776937 | 4164357@qq.com | China | 3204 | 58 |
| Shanghai Leto Pharmatech Co.,Ltd. | 86-021-5821 5861; 18016401466 | sales@letopharm.com | China | 235 | 58 |
| Hebei Maipu Technology Co., LTD | 0311-13231111190 17734576190 | 1148032505@qq.com | China | 226 | 58 |
| Shandong Zhonghan Pharmaceutical Co.,Ltd. | 15315818580 18562151612 | 2289008634@qq.com | China | 295 | 55 |
| Nanjing Habo Medical Technology Co., Ltd. | 13376080562 13376090521 | sales@habotech.com | China | 726 | 60 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
View Lastest Price from Ethyl 3-methyl-1H-pyrazole-5-carboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-12-24 | Ethyl 3-methyl-1H-pyrazole-5-carboxylate
4027-57-0
|
1KG | 99.0% | 1000 tons | Shaanxi Dideu Medichem Co. Ltd | ||
 |
2019-07-06 | Ethyl 3-methyl-1H-pyrazole-5-carboxylate
4027-57-0
|
$2.00 | 1KG | 99% | Career Henan Chemical Co |
-
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate
4027-57-0
- $0.10
- 99.0%
- Shaanxi Dideu Medichem Co. Ltd
-
- Ethyl 3-methyl-1H-pyrazole-5-carboxylate
4027-57-0
- $2.00
- 99%
- Career Henan Chemical Co
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