(5-Bromo-3-fluoropyridin-2-yl)methanol

Name: (5-Bromo-3-fluoropyridin-2-yl)methanol
Brand: ChemScene
Availability: InStock
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CAS No. 1206968-92-4
Cat. No. CS-0058678
Purity≥97%
MDL No.MFCD16607004

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(5-Bromo-3-fluoropyridin-2-yl)methanol|CS-0058678

Structure of 1206968-92-4

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General Information

CAS No. 1206968-92-4
Cat. No. CS-0058678
Purity ≥97%
MDL No. MFCD16607004
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrFNO
Molecular Weight 206.01
Synonym(s) 5-Bromo-3-fluoro-2-(hydroxymethyl)pyridine
SMILES BrC1=CC(F)=C(CO)N=C1

Description

This boronate moiety integrates a bromo-fluoro pyridine scaffold with a reactive alcohol group, enabling direct functionalization in cross-coupling reactions. The ortho-halo substitution pattern enhances electrophilicity for palladium-catalyzed transformations, while the hydroxyl terminus offers a handle for derivatization or conjugation under standard conditions.

Application

(5-Bromo-3-fluoropyridin-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring via palladium-catalyzed cross-coupling reactions. The bromo and fluoro groups provide orthogonal reactivity for sequential derivatization, while the benzylic alcohol facilitates oxidation to aldehyde or carboxylic acid, or conversion to esters and ethers. Its bench-stable nature and compatibility with standard protecting group strategies make it a practical choice for modular synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  1211538-72-5
- ~82%
- In-stock
  
  1206968-92-4
References
- GLAXOSMITHKLINE LLC; ADAMS, Nicholas, David; CHAUDHARI, Amita, M.; KIESOW, Terence, John; McSHERRY, Allison, K.; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; REIF, Alexander, Joseph; RIDGERS, Lance, Howard Patent: WO2014/8223 A2, 2014 ; Location in patent: Page/Page column 133-134 ;
Route2
- In-stock
  
  669066-91-5
- ~%
- In-stock
  
  1206968-92-4
References
- GLAXOSMITHKLINE LLC; ADAMS, Nicholas, David; CHAUDHARI, Amita, M.; KIESOW, Terence, John; McSHERRY, Allison, K.; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; REIF, Alexander, Joseph; RIDGERS, Lance, Howard Patent: WO2014/8223 A2, 2014 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 33.12
LogP 1.4755
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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(5-Bromo-3-fluoropyridin-2-yl)methanol

CAS No. 1206968-92-4

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