Lot numbers can be found on the outside label of a product:
2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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CAS No. 445264-61-9
- Cat. No. CS-W008133
- Purity≥96%
- MDL No.MFCD05663858
*For research and further manufacturing use only, not for direct human use.
Structure of 445264-61-9
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General Information
- CAS No. 445264-61-9
- Cat. No. CS-W008133
- Purity ≥96%
- MDL No. MFCD05663858
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₈BNO₃
- Molecular Weight 235.09
- Synonym(s) 6-Methoxypyridine-3-boronic acid pinacol ester
- SMILES COC1=CC=C(C=N1)B1OC(C)(C)C(C)(C)O1
Description
2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine features a boronate ester group that enables reliable Suzuki-Miyaura coupling under mild conditions. The methoxy substituent enhances solubility and electronic modulation, while the tetramethyl-substituted dioxaborolane imparts excellent stability and resistance to hydrolysis. This reagent integrates seamlessly into complex molecular architectures with minimal side reactions.
Application
2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyridylborane moiety enables efficient C–C bond formation under mild conditions, while the 2-methoxy group provides electronic modulation and enhances solubility. Bench-stable and compatible with a range of functional groups, it facilitates the construction of complex heterocyclic scaffolds and biaryl architectures common in medicinal chemistry and materials science.
Synthesis
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Route1
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61676-62-8 - ~68%
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In-stock
445264-61-9
References
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US2005/192310 A1, ; Page/Page column 21 ;
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Route2
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In-stock
13472-85-0 -
61676-62-8
- ~10%
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In-stock
445264-61-9
References
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Synthesis, , vol. 44, # 5 p. 735 - 746
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References
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Journal of Organic Chemistry, , vol. 78, # 5 p. 1923 - 1933
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362
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Quality Control
Computational Chemistry Data
- TPSA 40.58
- LogP 1.3894
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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