| Identification | Back Directory | [Name]
1-(ETHOXYCARBONYLMETHYL)-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER | [CAS]
864754-16-5 | [Synonyms]
ethyl 2-(4-(4,4,5,5-tet
1-(Ethoxycarbonylmethyl)pyrazole-4-boronic Acid Pin
1-(Ethoxycarbonylmethyl)pyrazole-4-boronic Acid Pinacol Ester
ethyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-py...
1-(ETHOXYCARBONYLMETHYL)-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER
1-(Ethoxycarbonylmethyl)-1H-pyrazole-4-boronic acid pinacol ester 97%
ethyl 2-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]acetate
1-(Ethoxycarbonylmethyl)-1H-pyrazole-4-boronic acid pinacol ester
Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetate
Ethyl 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]acetate
ethyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]acetate
ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate
1H-Pyrazole-1-acetic acid,4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-,ethyl ester
[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRAZOL-1-YL]-ACETIC ACID ETHYL ESTER | [Molecular Formula]
C13H21BN2O4 | [MDL Number]
MFCD08706026 | [MOL File]
864754-16-5.mol | [Molecular Weight]
280.13 |
| Chemical Properties | Back Directory | [Boiling point ]
390.8±22.0 °C(Predicted) | [density ]
1.12±0.1 g/cm3(Predicted) | [refractive index ]
n20/D 1.4814 | [Fp ]
110 °C | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
liquid | [pka]
1.49±0.10(Predicted) | [Appearance]
Light yellow to yellow Liquid | [InChI]
1S/C13H21BN2O4/c1-6-18-11(17)9-16-8-10(7-15-16)14-19-12(2,3)13(4,5)20-14/h7-8H,6,9H2,1-5H3 | [InChIKey]
YUEZJHOSHBTWPV-UHFFFAOYSA-N | [SMILES]
CCOC(=O)Cn1cc(cn1)B2OC(C)(C)C(C)(C)O2 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3 | [HS Code ]
2933199090 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
liquid | [Uses]
1-(Ethoxycarbonylmethyl)-1H-pyrazole-4-boronic acid pinacol ester | [Synthesis]
The general procedure for the synthesis of 1-(ethoxycarbonylmethyl)-1H-pyrazole-4-boronic acid pinacol ester from ethyl 4-bromo-1H-pyrazole-1-acetate and bis-boronic acid pinacol ester was carried out as follows: firstly, 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaboro Heterocyclopentane (436 mg, 1.72 mmol) was dissolved in DMF (10 mL). Subsequently, KOAc (420 mg, 4.29 mmol) and Pd(dppf)Cl2-CH2Cl2 (35 mg, 0.043 mmol) were added sequentially. The reaction mixture was heated to 80 °C and a solution of ethyl 4-bromo-1H-pyrazole-1-acetate (333 mg, 1.43 mmol) in DMF (10 mL) was added dropwise at this temperature. The reaction mixture was stirred at 80 °C overnight and then evaporated to dryness. Finally, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 1:10) to afford the target product 1-(ethoxycarbonylmethyl)-1H-pyrazole-4-boronic acid pinacol ester (76 mg, 19% yield). | [References]
[1] Patent: WO2008/88881, 2008, A1. Location in patent: Page/Page column 52
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 21, p. 6804 - 6820 |
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