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2-(Methoxycarbonylamino)pyridine-5-boronic acid pinacol ester is a heteroaryl boronate building block containing a pyridine ring, a methoxycarbonyl-protected amino substituent and a pinacol boronic ester.
Scientifically, this product is not a peptide or amino-acid building block. Its principal synthetic role is carbon-carbon bond formation in heteroaryl small-molecule chemistry, especially Suzuki-Miyaura coupling.
Product Information
| Product Name | 2-(Methoxycarbonylamino)pyridine-5-boronic acid pinacol ester |
| Catalog No. | AS2091 |
| CAS No. | 1073372-02-7 |
| Molecular Formula | C13H19BN2O4 |
| Molecular Weight | 278.11 g/mol |
| Building Block Type | Heteroaryl boronic ester building block |
| Primary Applications | Suzuki-Miyaura coupling; heteroaryl synthesis; medicinal-chemistry intermediate preparation; small-molecule discovery |
Why the Boronic Ester Is the Key Functional Group
The pinacol boronate provides a relatively stable, isolable boron handle that can participate in palladium-catalyzed cross-coupling with suitable aryl or heteroaryl electrophiles. Reaction behavior depends on catalyst system, base, solvent and the partner substrate.
The Pyridine Nitrogen Can Affect Coupling Chemistry
Heteroaryl boronates can behave differently from simple phenyl boronates because the pyridine nitrogen can coordinate metals or alter electronic properties. We consider this a route-development variable, especially when catalyst loading or protodeboronation becomes an issue.
Carbamate Protection Controls the Amino Substituent
The methoxycarbonylamino group masks the 2-amino functionality during cross-coupling and downstream derivatization. It should not be confused with Fmoc or Boc protection; the deprotection strategy belongs to small-molecule route design rather than standard peptide elongation.
Taxonomy and Procurement Note
Because the molecule is a heteroaryl boronate rather than a peptide building block, it fits more naturally under organic or small-molecule building blocks. We recommend cross-listing it outside the peptide-building-block taxonomy while preserving the existing product URL for continuity.
Procurement and QC Considerations
Confirm CAS 1073372-02-7, C13H19BN2O4 and MW 278.11 g/mol. For boronic esters, identity and purity should be considered together with storage history because hydrolysis or protodeboronation can reduce effective coupling performance.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
2-(Methoxycarbonylamino)pyridine-5-boronic acid pinacol ester MSDS
Frequently Asked Questions
Is this a peptide building block?
No. It is a heteroaryl boronic ester used primarily in small-molecule cross-coupling chemistry.
What reaction is it commonly used for?
Its pinacol boronate functionality is commonly used in Suzuki-Miyaura coupling.
Why keep the carbamate-protected amino group?
Protection prevents the amino substituent from interfering with selected downstream synthetic steps.
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