Description

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine (CAS: 893440-50-1) is a high-purity boronic ester derivative, widely used as a key intermediate in organic synthesis and pharmaceutical research. This compound features a pyridine core functionalized with a methoxy group, an amine group, and a pinacol boronate ester, making it highly versatile for Suzuki-Miyaura cross-coupling reactions. Its molecular formula is C₁₂H₁₉BN₂O₃, and it is supplied as a white to off-white crystalline powder with exceptional stability under inert conditions. Ideal for researchers in medicinal chemistry, this reagent enables efficient construction of complex heterocyclic scaffolds. Each batch undergoes rigorous QC testing (HPLC, NMR) to ensure ≥95% purity, meeting the stringent demands of academic and industrial laboratories.

Properties

• CAS Number: 893440-50-1
• Complexity: 296
• IUPAC Name: 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine
• InChI: InChI=1S/C12H19BN2O3/c1-11(2)12(3,4)18-13(17-11)8-6-9(14)10(16-5)15-7-8/h6-7H,14H2,1-5H3
• InChI Key: KYYKGOURQXPERA-UHFFFAOYSA-N
• Exact Mass: 250.1488726
• Molecular Formula: C12H19BN2O3
• Molecular Weight: 250.10
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(N=C2)OC)N
• Topological: 66.6
• Monoisotopic Mass: 250.1488726
• Synonyms: 893440-50-1, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine, DTXSID90732383, DTXCID70683127, 811-804-3, 5-Amino-6-methoxypyridine-3-boronic acid pinacol ester, 3-Amino-2-methoxypyridine-5-boronic acid pinacol ester, dioxaborolan-2-yl)-pyridin-3-ylamine, 2-Methoxy-3-aminopyridine-5-boronic acid pinacol ester, 2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2], 2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2] dioxaborolan-2-yl)-pyridin-3-ylamine, MFCD12923427, (5-amino-6-methoxypyridin-3-yl)boronic acid pinacol ester, 5-Amino-6-methoxypyridine-3-boronicAcidPinacolEster, 3-Amino-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, SCHEMBL110292, KYYKGOURQXPERA-UHFFFAOYSA-N, CS-B1261, AKOS016009440, DS-2761, AC-33298, SY046718, A2993, EN300-7412473, Z1419254557, 2-(5-Amino-6-methoxy-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-METHOXY-5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-3-AMINE, 2-(methoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine, 2-(Methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine, 2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine, 3-Amino-2-methoxy-5-(4,4,5,5-tetramethyl[1,3,2-dioxaborolan-2-yl)pyridine, 3-Amino-2-methoxy-5-(4,4,5,5-tetramethyl[1,3,2-dioxaborolan-2-yl)pyridine…

This compound is primarily employed in palladium-catalyzed cross-coupling reactions to introduce boronic acid functionality into target molecules. It serves as a critical building block for synthesizing drug candidates, particularly in kinase inhibitor development. Researchers utilize it to create structurally diverse pyridine derivatives for high-throughput screening. The pinacol boronate group enhances stability while maintaining reactivity in aqueous conditions.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (75%)

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