1-Methylpyrazole-4-boronic acid pinacol ester
1-Methylpyrazole-4-boronic acid pinacol ester (CAS 761446-44-0) is a heterocyclic organoboron compound with the molecular formula C10H17BN2O2 and a molecular weight of 208.07 g/mol. Supplied by Tech Serve Solutions at 95% assay, it is a key reagent in Suzuki-Miyaura cross-coupling reactions. This compound serves as a crucial building block for the synthesis of various complex organic molecules, including pharmaceutical intermediates for potential drug candidates.
- IUPAC
- 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
- Synonyms
- 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole1-Methyl-4-pyrazoleboronic acid pinacol ester2-(1-Methylpyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-methylpyrazole
Suzuki-Miyaura Cross-Coupling Reactions
This boronate ester is widely employed as a coupling partner in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds with aryl or vinyl halides. This is a fundamental transformation in modern organic synthesis.
Synthesis of Pharmaceutical Intermediates
1-Methylpyrazole-4-boronic acid pinacol ester is utilised in the preparation of diverse heterocyclic compounds. Examples include aminothiazoles as γ-secretase modulators, amino-pyrido-indol-carboxamides for JAK2 inhibition, and MK-2461 analogs for c-Met kinase inhibition in cancer therapy.
Preparation of TGF-β1 and Activin A Signalling Inhibitors
The compound serves as a precursor for pyridine derivatives investigated as inhibitors of TGF-β1 and activin A signalling pathways. These are important targets in various biological processes and disease states.
Transesterification Reactions
This reagent can also participate in transesterification reactions, offering versatility in synthetic strategies beyond cross-coupling applications.
| Molecular weight | 208.07 |
|---|---|
| Empirical formula | C10H17BN2O2 |
| Assay | 95% |
| 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 |
| Melting point | 59-64 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1-Methylpyrazole-4-boronic acid pinacol ester used for?
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1-Methylpyrazole-4-boronic acid pinacol ester is primarily used as a reagent in Suzuki-Miyaura cross-coupling reactions and transesterification reactions. It is also used for the preparation of various heterocyclic compounds, including potential pharmaceutical intermediates targeting cancer, myeloproliferative disorders, and other conditions.
What are the CAS number and molecular formula?
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The CAS number for 1-Methylpyrazole-4-boronic acid pinacol ester is 761446-44-0, and its molecular formula is C10H17BN2O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Methylpyrazole-4-boronic acid pinacol ester with a minimum assay of 95%. We do not represent this product as USP, BP, or EP grade; it is supplied for research and laboratory use.
How should 1-Methylpyrazole-4-boronic acid pinacol ester be handled safely?
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This compound is classified as a Warning substance with hazards H302 (Harmful if swallowed), H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, faceshields, and gloves, should be worn. Ensure good ventilation. In case of contact with eyes, rinse cautiously with water for several minutes and seek medical advice if irritation persists.
Is 1-Methylpyrazole-4-boronic acid pinacol ester a controlled substance?
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Based on the provided data, 1-Methylpyrazole-4-boronic acid pinacol ester is not listed as a controlled substance. However, customers are advised to verify local regulations.
How is this chemical packed and exported?
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Tech Serve Solutions reliably packs and exports fine chemicals globally, adhering to all relevant transportation and customs regulations to ensure safe and compliant delivery.
How can I request a quote or sample?
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To request a quote or a sample of 1-Methylpyrazole-4-boronic acid pinacol ester, please contact our sales team through the website or by phone. Our experts will be happy to assist you.
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