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

Name: (3-Bromo-6-chloropyridin-2-yl)methanol
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CAS No. 1227601-71-9
Cat. No. CS-0136148
Purity≥96%
MDL No.MFCD11847140

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(3-Bromo-6-chloropyridin-2-yl)methanol|CS-0136148

Structure of 1227601-71-9

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Description

(3-Bromo-6-chloropyridin-2-yl)methanol features a pyridine core bearing bromo and chloro substituents at the 3- and 6-positions, respectively, with a methanol group at the 2-position. This trifunctional scaffold integrates electron-deficient heterocyclic architecture with a reactive hydroxyl handle, enabling direct coupling in cross-coupling reactions or functionalization via derivatization. The compound exhibits bench-stable handling characteristics under standard conditions, facilitating use in synthetic workflows requiring precise regiocontrol.

Application

(3-Bromo-6-chloropyridin-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via Suzuki-Miyaura and Stille coupling reactions. The bromo and chloro substituents offer orthogonal reactivity for sequential cross-coupling, while the benzylic alcohol functionality facilitates derivatization or protection. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

General Information

CAS No. 1227601-71-9
Cat. No. CS-0136148
Purity ≥96%
MDL No. MFCD11847140
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO
Molecular Weight 222.47
Synonym(s) None
SMILES OCC1=NC(Cl)=CC=C1Br

Computational Chemistry Data

TPSA 33.12
LogP 1.9898
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 1227601-71-9

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