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  • 595314 - 1-Methylpyrazole-4-boronic acid pinacol ester

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595314 Sigma-Aldrich

1-Methylpyrazole-4-boronic acid pinacol ester

95%

Synonym: 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, 1-Methyl-4-pyrazoleboronic acid pinacol ester, 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

  • CAS Number 761446-44-0

  • Empirical Formula (Hill Notation) C10H17BN2O2

  • Molecular Weight 208.07

  •  MDL number MFCD03789259

  •  PubChem Substance ID 24881568

  •  NACRES NA.22

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Properties

Related Categories Boronate Esters, Boronic Acids and Derivatives, Chemical Synthesis, Heteroaryl Boronate Esters, Organometallic Reagents More...
Quality Level   100
assay   95%
mp   59-64 °C (lit.)
SMILES string   Cn1cc(cn1)B2OC(C)(C)C(C)(C)O2
InChI   1S/C10H17BN2O2/c1-9(2)10(3,4)15-11(14-9)8-6-12-13(5)7-8/h6-7H,1-5H3
InChI key   UCNGGGYMLHAMJG-UHFFFAOYSA-N

Description

Application

Reagent used for
• Suzuki-Miyaura cross-coupling reactions
• Transesterification reactions

Reagent used for preparation of
• Aminothiazoles as γ-secretase modulators
• Amino-pyrido-indol-carboxamides, as potential JAK2 inhibitors for myeloproliferative disorders therapy
• Pyridine derivatives as TGF-β1 and activin A signalling inhibitors
• MK-2461 analogs as inhibitors of c-Met kinase for the treatment of cancer

Packaging

1, 5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Boronic Acid Esters - Chemfiles Volume 4 Article 2

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura et al. demonst...
Chemfiles Volume 4 Article 2
Keywords: Coupling reactions, Suzuki-Miyaura coupling

Suzuki–Miyaura Coupling Reagents

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction. New offerings a...
ChemFiles Volume 4 Article 2
Keywords: Coupling reactions

Peer-Reviewed Papers
15

References

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