AKOS PAO-0427
Ethyl 3-methylpyrazole-5-carboxylate
CAS: 4027-57-0
Molecular Formula: C7H10N2O2
AKOS PAO-0427 - Names and Identifiers
| Name | Ethyl 3-methylpyrazole-5-carboxylate |
| Synonyms | AKOS PAO-0427 Ethyl 3-methylpyrazole-5-carboxylate ETHYL 3-METHYLPYRAZOLE-5-CARBOXYLATE ETHYL 3-METHYL-5-PYRAZOLECARBOXYLATE Ethyl 3-methyl-1H-pyrazole-5-carboxylate ethyl 5-methyl-4H-pyrazole-3-carboxylate ETHYL 3-METHYL-1H-PYRAZOLE-5-CARBOXYLATE ETHYL 5-METHYL-2H-PYRAZOLE-3-CARBOXYLATE ethyl 5-methyl-1H-pyrazole-3-carboxylate 3-Methylpyrazole-5-carboxylic acid ethyl ester 5-METHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER 1H-Pyrazole-3-carboxylic acid, 5-methyl-, ethyl ester |
| CAS | 4027-57-0 |
| EINECS | 223-702-0 |
| InChI | InChI=1/C7H10N2O2/c1-3-11-7(10)6-4-5(2)8-9-6/h3-4H2,1-2H3 |
| InChIKey | BOTXQJAHRCGJEG-UHFFFAOYSA-N |
AKOS PAO-0427 - Physico-chemical Properties
| Molecular Formula | C7H10N2O2 |
| Molar Mass | 154.17 |
| Density | 1.171±0.06 g/cm3(Predicted) |
| Melting Point | 80-84 °C (lit.) |
| Boling Point | 299.1±20.0 °C(Predicted) |
| Flash Point | 92.5°C |
| Vapor Presure | 0.137mmHg at 25°C |
| Appearance | powder to crystal |
| Color | White to Light yellow |
| BRN | 4192 |
| pKa | 11.60±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.54 |
AKOS PAO-0427 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29331990 |
| Hazard Class | IRRITANT |
AKOS PAO-0427 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Overview | Ethyl 3-methylpyrazol-5-formate can be used as an intermediate in pharmaceutical synthesis, such as the preparation of lororantinib, which is an ALK inhibitor modified by Pfizer in the United States through crizotinib (Crizotinib); it is also used to prepare tetrahydroisoquinolinamide-substituted Ph pyrazoles, used as selective Bcl-2 inhibitors. It has also been studied as a lipid-lowering agent. |
| Application | Ethyl 3-methylpyrazol-5-formate can be used as an intermediate in pharmaceutical synthesis, such as the preparation of lororantinib, which is used by Pfizer in the United States through the modification of crizotinib (Crizotinib) ALK inhibitors for the treatment of lung cancer, it is mainly aimed at patients with non-small cell lung cancer who are resistant to the first-generation ALK inhibitor crizotinib and the second-generation ALK inhibitors seritinib (Ceritinib) and aletinib (Alectinib). |
| use | 3-methyl pyrazole -5-ethyl formate is an ester organic substance and can be used as a pharmaceutical intermediate. |
| preparation | 3-methyl pyrazole -5-ethyl formate preparation is as follows:(1) synthesis of sodium salt of 2-hydroxy -4-oxo -2,3-pentenoic acid ethyl ester in a 500ml three-neck bottle, adding 300.0ml of anhydrous ethanol, adding 5.77g(0.251mol) of treated metal sodium into anhydrous ethanol, reaction at room temperature. When all the sodium is dissolved and the temperature is reduced to 0 ℃, a mixed solution of 30.8ml(0.228mol) of diethyl oxalate and 16.9ml(0.228mol) of acetone is slowly added dropwise to sodium alkoxide, the temperature is kept at 0 ℃, the dropwise addition is completed, and the reaction at 0 ℃ is 3.5h. After the reaction treatment, suction filtration and drying, 38.37g of light yellow solid was obtained. 93.5% yield. ESI-MS(m/z):181.0[M H] ,213.1[M Na] ,361.0[2M H] ,383.0[2M Na]. (2) Synthesis of 3-Methyl Pyrazole -5-Ethyl Acetate 27.9ml of acetic acid is added into a 100ml three-neck bottle, 12.4ml(0.256mol) of hydrazine hydrate is slowly added dropwise at 20-25 ℃, the temperature is reduced to 10 ℃ after dropwise addition, 38.37g(0.213mol) of sodium salt of 2-hydroxy -4-oxo -2,3-pentenoic acid ethyl ester is added into the reaction solution in batches, and the temperature is controlled at 20-25 ℃, after the addition, the temperature is removed, and the sodium salt of 2-hydroxy-4-oxo-2, 3-pentenoic acid ethyl ester is dissolved by the reaction exothermic heat, but the temperature is kept below 35 ℃, and the sodium salt of 2-hydroxy-4-oxo-2, 3-pentenoic acid ethyl ester is completely dissolved, and the reaction is 3 hours at 35 ℃. After the reaction, the temperature is reduced to room temperature, 40.0ml of water is added, the pH of solid sodium carbonate is adjusted to 7, white solid is precipitated, filtration is carried out, and drying is carried out to obtain 30.08g of white solid. 91.3% yield. |
Last Update：2024-04-09 15:16:50
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Product Name: Ethyl 3-methyl-1H-pyrazole-5-carboxylate Visit Supplier Webpage Request for quotationCAS: 4027-57-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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