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| | ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE Basic information |
| Product Name: | ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE | | Synonyms: | ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE, 97;3-ISOPROPYL-1H-PYRAZOLE-5-CARBOXYLICACIDETHYLESTER;ethyl 3-(propan-2-yl)-1H-pyrazole-5-carboxylate;1H-Pyrazole-3-carboxylic acid, 5-(1-Methylethyl)-, ethyl ester;Ethyl 5-(1-methylethyl)-1H-pyrazole-3-carboxylate;5-Isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester;ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE;ETHYL-3-ISOPROPYL PYRAZOLE-5-CARBOXYLATE | | CAS: | 78208-72-7 | | MF: | C9H14N2O2 | | MW: | 182.22 | | EINECS: | | | Product Categories: | | | Mol File: | 78208-72-7.mol |  |
| | ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE Chemical Properties |
| Melting point | 75°C | | Boiling point | 313.0±30.0 °C(Predicted) | | density | 1.101 | | storage temp. | 2-8°C | | pka | 11.36±0.10(Predicted) | | Appearance | Light yellow to yellow Solid | | InChI | InChI=1S/C9H14N2O2/c1-4-13-9(12)8-5-7(6(2)3)10-11-8/h5-6H,4H2,1-3H3,(H,10,11) | | InChIKey | ILTUMWMASHHTOQ-UHFFFAOYSA-N | | SMILES | N1C(C(C)C)=CC(C(OCC)=O)=N1 |
| | ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE Usage And Synthesis |
| Uses | Ethyl 3-isopropyl-1H-pyrazole-5-carboxylate, | | Synthesis | General procedure for the synthesis of ethyl 5-isopropylpyrazole-3-carboxylate from ethyl 2,4-dioxo-5-methyl-hexanoate: a mixture of ethyl 2,4-dioxo-5-methyl-hexanoate (1 g, 5.37 mmol) and hydrazine hydrate (10.7 mmol, 9.64 mol/L) in ethanol (20 mL) was stirred for 1 hr at 75 °C under nitrogen atmosphere. After completion of the reaction, the mixture was concentrated under vacuum. The residue was purified by silica gel column chromatography using petroleum ether: ethyl acetate (2:1, v/v) as eluent to afford ethyl 5-isopropylpyrazole-3-carboxylate (0.55 g, 56% yield) as a light yellow solid. Mass spectrum (ESI, positive ion mode) m/z: 183.1 [M + H]+. 1H NMR (600 MHz, CDCl3) δ: 11.37 (br s, 1H), 6.63 (s, 1H), 4.40-4.37 (m, 2H), 3.07-3.05 (m, 1H), 1.43-1.40 (m, 3H), 1.39- 1.30 (m, 6H). | | References | [1] Patent: WO2016/127859, 2016, A1. Location in patent: Paragraph 00202
[2] Patent: WO2015/165835, 2015, A1. Location in patent: Page/Page column 63; 64
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 20, p. 5620 - 5623
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 9, p. 2537 - 2541
[5] Patent: US2004/220186, 2004, A1. Location in patent: Page 18 |
| | ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE Preparation Products And Raw materials |
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