| Identification | Back Directory | [Name]
ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE, 97 | [CAS]
78208-72-7 | [Synonyms]
ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE
ETHYL 5-ISOPROPYLPYRAZOLE-3-CARBOXYLATE, 97
ethyl 3-(propan-2-yl)-1H-pyrazole-5-carboxylate
Ethyl 5-(1-methylethyl)-1H-pyrazole-3-carboxylate
3-ISOPROPYL-1H-PYRAZOLE-5-CARBOXYLICACIDETHYLESTER
5-Isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester
1H-Pyrazole-3-carboxylic acid, 5-(1-Methylethyl)-, ethyl ester | [Molecular Formula]
C9H14N2O2 | [MDL Number]
MFCD08533270 | [MOL File]
78208-72-7.mol | [Molecular Weight]
182.22 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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