1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

• ChemBase ID: 32573
• Molecular Formular: C10H17BN2O2
• Molecular Mass: 208.06518
• Monoisotopic Mass: 208.13830819
• SMILES: c1(cnn(c1)C)B1OC(C(O1)(C)C)(C)C
• Canonical SMILES: Cn1ncc(c1)B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C10H17BN2O2/c1-9(2)10(3,4)15-11(14-9)8-6-12-13(5)7-8/h6-7H,1-5H3
• InChIKey: UCNGGGYMLHAMJG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
• IUPAC Traditional name: 1-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
• Synonyms: 1-Methyl-4-pyrazole boronic acid pinacol ester; 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 1-Methyl-1H-pyrazole-4-boronic acid, pinacol ester; 1-Methyl-1H-pyrazole-4-boronic acid pinacol ester; 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole; 2-(1-Methylpyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-methylpyrazole; 1-Methyl-4-pyrazoleboronic acid pinacol ester; 1-Methylpyrazole-4-boronic acid pinacol ester; 1-甲基-1H-吡唑-4-硼酸频哪酯; 1-甲基-4-(4,4,5,5-四甲基-1,3,2-二氧杂戊硼烷-2-基)-1H-吡唑; 1-甲基-4-吡唑硼酸频哪醇酯; 1-甲基吡唑-4-硼酸频哪醇酯

Database IDs

• CAS Number: 761446-44-0
• MDL Number: MFCD03789259
• PubChem SID: 160995880; 24881568
• PubChem CID: 2773987

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.1742656
• LogD (pH = 7.4): 2.1742995
• Log P: 2.1743
• Molar Refractivity: 64.6165 cm^3
• Polarizability: 22.578596 Å^3
• Polar Surface Area: 36.28 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 59-64 °C(lit.); 59-64°C; 62.9-64.4°C; 64-68°C
• Hydrophobicity(logP): 1.785

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C10H17BN2O2

DETAILS

Sigma Aldrich - 595314

Packaging
1, 5, 25 g in glass bottle
Application
Reagent used for
• Suzuki-Miyaura cross-coupling reactions1,2,3
• Transesterification reactions4Reagent used for preparation of
• Aminothiazoles as γ-secretase modulators5
• Amino-pyrido-indol-carboxamides, as potential JAK2 inhibitors for myeloproliferative disorders therapy6
• Pyridine derivatives as TGF-β1 and activin A signalling inhibitors7
• MK-2461 analogs as inhibitors of c-Met kinase for the treatment of cancer8