(5-Fluoro-2-methoxypyridin-3-yl)boronic acid

Name: (5-Fluoro-2-methoxypyridin-3-yl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 957120-32-0
Cat. No. CS-0174940
Purity≥97%
MDL No.None

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(5-Fluoro-2-methoxypyridin-3-yl)boronic acid|CS-0174940

Structure of 957120-32-0

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General Information

CAS No. 957120-32-0
Cat. No. CS-0174940
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BFNO₃
Molecular Weight 170.93
Synonym(s) 5-Fluoro-2-methoxypyridine-3-boronic acid
SMILES COC1=C(B(O)O)C=C(F)C=N1

Description

This boronate moiety features a 5-fluoro-2-methoxypyridin-3-yl scaffold, delivering enhanced stability and compatibility in cross-coupling reactions. The electron-deficient pyridine ring facilitates efficient palladium-catalyzed transformations, while the methoxy group improves solubility and modulates reactivity. A bench-stable reagent ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

(5-Fluoro-2-methoxypyridin-3-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation with aryl and vinyl halides. The fluorinated pyridine core provides enhanced metabolic stability and modulates electronic properties, while the methoxy group offers orthogonal reactivity and improved solubility. Bench-stable and readily purified by flash chromatography or recrystallization, it functions reliably in late-stage functionalization and heterocyclic scaffold elaboration for medicinal chemistry applications.

Synthesis

Route1
- In-stock
  
  884494-81-9
- 5419-55-6
- ~64%
- In-stock
  
  957120-32-0
References
- Almirall, S.A. Patent: EP2463289 A1, 2012 ; Location in patent: Page/Page column 21 ; EP 2463289 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 62.58
LogP -1.0909
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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(5-Fluoro-2-methoxypyridin-3-yl)boronic acid

CAS No. 957120-32-0

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