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

Name: (6-Bromo-2-fluoropyridin-3-yl)methanol
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CAS No. 1227563-78-1
Cat. No. CS-0199290
Purity≥95%
MDL No.None

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(6-Bromo-2-fluoropyridin-3-yl)methanol|CS-0199290

Structure of 1227563-78-1

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General Information

CAS No. 1227563-78-1
Cat. No. CS-0199290
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrFNO
Molecular Weight 206.01
Synonym(s) 6-Bromo-2-fluoro-3-(hydroxymethyl)pyridine
SMILES OCC1=CC=C(Br)N=C1F

Description

(6-Bromo-2-fluoropyridin-3-yl)methanol features a pyridine core functionalized with bromo and fluoro substituents at the 6- and 2-positions, respectively, and a reactive methanol group at the 3-position. This configuration enables direct incorporation into cross-coupling reactions and facilitates downstream derivatization in medicinal chemistry applications. The molecule exhibits good stability under standard handling conditions and serves as a key intermediate in the synthesis of bioactive heterocycles.

Application

(6-Bromo-2-fluoropyridin-3-yl)methanol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C3 position via the aldehyde group. Its bromo and fluoro substituents provide orthogonal reactivity for cross-coupling and nucleophilic substitution, respectively. The compound exhibits good bench stability and facilitates efficient synthesis of heterocyclic scaffolds and API intermediates through standard coupling protocols.

Synthesis

Route1
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  1227563-78-1
References
- F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; TSUI, Vickie, H.; WANG, Xiaojing Patent: WO2014/1377 A1, 2014 ; Location in patent: Page/Page column 145; 146 ;

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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

CAS No. 1227563-78-1

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