Pyridin-3-ylboronic acid
Based on 1 Customer Validation
Pyridin-3-ylboronic acid is a synthetic building block belonging to the pyridine boronic acid class. Pyridin-3-ylboronic acid serves as a substrate for the Suzuki-Miyaura coupling reaction to construct oligopyridine backbones. Pyridin-3-ylboronic acid also acts as a heteroaryl boronic acid in the phosphine-free Suzuki-Miyaura coupling reaction of 2-iodogalactal. Pyridin-3-ylboronic acid is applicable to research related to organic synthesis.
For research use only. We do not sell to patients.
- Purity: 98.48%
- CAS No.: 1692-25-7
- Formula: C5H6BNO2
- Molecular Weight:122.92
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
Pyridin-3-ylboronic acid is used in the Suzuki-Miyaura coupling reaction to produce 3′-methyl-3,2′:5′,2″:5″,3‴-quaterpyridine and 3′,3″-dimethyl-3,2′:5′,2″:5″,3‴-quaterpyridine, with yields of 73% and 76%, respectively[1].
Pyridin-3-ylboronic acid undergoes a Suzuki-Miyaura coupling reaction with 2-iodogalactal 5 to yield the 3-pyridyl-substituted 2-arylglycal product 11f with an isolated yield of 89%[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 1692-25-7
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Appearance Solid
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Molecular Weight 122.92
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Formula C5H6BNO2
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Color White to off-white
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SMILES
OB(O)C1=CN=CC=C1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 25 mg/mL (203.38 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (290 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Santos JS, et al. Structural characterizations of oligopyridyl foldamers, α-helix mimetics. Journal of chemical information and modeling. 2012 Feb 27;52(2):429-39. [Content Brief]
[2]. Cobo I, et al. Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides. Organic letters. 2012 Apr 06;14(7):1728-31. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 8.1354 mL | 40.6769 mL | 81.3537 mL | 203.3843 mL |
| 5 mM | 1.6271 mL | 8.1354 mL | 16.2707 mL | 40.6769 mL | |
| 10 mM | 0.8135 mL | 4.0677 mL | 8.1354 mL | 20.3384 mL | |
| 15 mM | 0.5424 mL | 2.7118 mL | 5.4236 mL | 13.5590 mL | |
| 20 mM | 0.4068 mL | 2.0338 mL | 4.0677 mL | 10.1692 mL | |
| 25 mM | 0.3254 mL | 1.6271 mL | 3.2541 mL | 8.1354 mL | |
| 30 mM | 0.2712 mL | 1.3559 mL | 2.7118 mL | 6.7795 mL | |
| 40 mM | 0.2034 mL | 1.0169 mL | 2.0338 mL | 5.0846 mL | |
| 50 mM | 0.1627 mL | 0.8135 mL | 1.6271 mL | 4.0677 mL | |
| 60 mM | 0.1356 mL | 0.6779 mL | 1.3559 mL | 3.3897 mL | |
| 80 mM | 0.1017 mL | 0.5085 mL | 1.0169 mL | 2.5423 mL | |
| 100 mM | 0.0814 mL | 0.4068 mL | 0.8135 mL | 2.0338 mL |
Pyridin-3-ylboronic acid Related Classifications
HY-75129 Related Classifications
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