Methyl 6-bromo-3-hydroxypyridine-2-carboxylate

Name: Methyl 6-bromo-3-hydroxypyridine-2-carboxylate
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CAS No. 321601-48-3
Cat. No. CS-0048939
Purity≥95%
MDL No.None

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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+
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Methyl 6-bromo-3-hydroxypyridine-2-carboxylate|CS-0048939

Structure of 321601-48-3

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General Information

CAS No. 321601-48-3
Cat. No. CS-0048939
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₃
Molecular Weight 232.03
Synonym(s) Methyl 6-bromo-3-hydroxypicolinate
SMILES COC(=O)C1=C(O)C=CC(Br)=N1

Description

Methyl 6-bromo-3-hydroxypyridine-2-carboxylate features a brominated pyridine core with orthogonal functional groups enabling direct coupling and derivatization. The 3-hydroxyl moiety offers hydrogen-bonding capacity, while the methyl ester facilitates selective reduction or amidation. This bench-stable scaffold integrates readily into complex heterocyclic architectures under standard conditions.

Application

Methyl 6-bromo-3-hydroxypyridine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the bromo position while retaining the hydroxyl group for selective derivatization. The ester functionality supports further transformations, and the molecule exhibits good bench stability, facilitating purification and integration into multi-step synthetic sequences for pharmaceutical and agrochemical intermediates.

Synthesis

Route1
- In-stock
  
  874-24-8
- ~%
- In-stock
  
  321601-48-3
References
- Renou, Julien; Loiodice, Melanie; Arboleas, Melanie; Baati, Rachid; Jean, Ludovic; Nachon, Florian; Renard, Pierre-Yves Chemical Communications, 2014 , vol. 50, # 30 p. 3947 - 3950
Route2
- In-stock
  
  62733-99-7
- ~84%
- In-stock
  
  321601-48-3
References
- SMITH KLINE BEECHAM CORPORATION a corporation Patent: US2010/29650 A1, 2010 ; Location in patent: Page/Page column 65 ;

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 59.42
LogP 1.3363
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 6-bromo-3-hydroxypyridine-2-carboxylate

CAS No. 321601-48-3

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