| Identification | Back Directory | [Name]
1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole | [CAS]
449758-17-2 | [Synonyms]
1-(2-Tetrahydropyranyl)
1-(oxan-2-yl)-1H-pyrazole
1-(2-Tetrahydropyranyl)pyrazole
1-(2-Tetrahydropyranyl)-1H-pyrazole
1-(Tetrahydro-pyran-2-yl)-1H-pyrazole
1-(2-Tetrahydropyranyl)-1H-pyrazole 95%
1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole
1H-Pyrazole,1-(tetrahydro-2H-pyran-2-yl)-
1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole 97% | [Molecular Formula]
C8H12N2O | [MDL Number]
MFCD11044692 | [MOL File]
449758-17-2.mol | [Molecular Weight]
152.2 |
| Chemical Properties | Back Directory | [Boiling point ]
269.8±33.0℃ (760 Torr) | [density ]
1.084 g/mL at 25 °C | [refractive index ]
n20/D 1.503 | [Fp ]
104 °C | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Liquid | [pka]
2.08±0.19(Predicted) | [color ]
Colorless to pale yellow | [InChI]
InChI=1S/C8H12N2O/c1-2-7-11-8(4-1)10-6-3-5-9-10/h3,5-6,8H,1-2,4,7H2 | [InChIKey]
IMZWSOSYNFVECD-UHFFFAOYSA-N | [SMILES]
N1(C2OCCCC2)C=CC=N1 | [CAS DataBase Reference]
449758-17-2 |
| Hazard Information | Back Directory | [Uses]
1-THP-protected 1H-pyrazole as the valuable starter for the preparation of pyrazolylboronic ester, which is useful in the synthesis of pyrazoloisoindoles and other pyrazole derivatives | [Synthesis]
General procedure for the synthesis of 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole from 3,4-dihydro-2H-pyran and pyrazole: cf. Example 1 [1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl]boronic acid. Pyrazole (14.3 g, 0.21 mol) was mixed with 3,4-dihydro-2H-pyran (29 mL, 0.32 mol) and trifluoroacetic acid (0.1 mL, 0.0013 mol) and heated under reflux conditions for 5 hours. Upon completion of the reaction, the mixture was cooled to room temperature, followed by the addition of sodium hydride (60% dispersed in mineral oil, 0.2 g, 0.008 mol) and stirred for 10 min. Finally, the reaction mixture was purified by reduced pressure distillation (60-65 °C, 0.5-1 mmHg) to afford the target product 1-(tetrahydropyran-2-yl)-1H-pyrazole (30.8 g, 96% yield). | [References]
[1] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4665 - 4669
[2] Tetrahedron Letters, 2007, vol. 48, # 23, p. 4123 - 4126
[3] Journal of Organic Chemistry, 2016, vol. 81, # 4, p. 1718 - 1722
[4] Patent: WO2017/66606, 2017, A1. Location in patent: Page/Page column 49
[5] Patent: WO2007/138072, 2007, A2. Location in patent: Page/Page column 54 |
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