2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine

Name: 2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine
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CAS No. 1257554-30-5
Cat. No. CS-0375941
Purity≥95%
MDL No.MFCD16996237

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2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine|CS-0375941

Structure of 1257554-30-5

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General Information

CAS No. 1257554-30-5
Cat. No. CS-0375941
Purity ≥95%
MDL No. MFCD16996237
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆BFN₂O₂
Molecular Weight 238.07
Synonym(s) 2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine
SMILES NC1=CC(B2OC(C)(C)C(C)(C)O2)=CN=C1F

Description

This boronate-functionalized pyridyl amine integrates seamlessly into cross-coupling reactions under standard conditions. The electron-deficient pyridine ring pairs with the stable tetramethylboronate moiety, enabling efficient C–N and C–C bond formation. Bench-stable and moisture-tolerant, it streamlines synthesis in medicinal chemistry and materials science applications.

Application

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine serves as a versatile boronate building block in palladium-catalyzed cross-coupling reactions. Its pyridine core enables efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, while the 2-fluoro substituent enhances electrophilic reactivity and facilitates downstream functionalization. The pinacol boronate group offers excellent bench stability, ease of purification, and compatibility with diverse functional groups, making it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Safety Information

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Computational Chemistry Data

TPSA 57.37
LogP 1.1021
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine

CAS No. 1257554-30-5

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