2-Bromo-6-iodopyridin-3-ol

Name: 2-Bromo-6-iodopyridin-3-ol
Brand: ChemScene
Availability: InStock
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CAS No. 129611-32-1
Cat. No. CS-0094699
Molecule weightNone
Purity≥95%
MDL No.MFCD09909342

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 129611-32-1

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General Information

CAS No. 129611-32-1
Cat. No. CS-0094699
Purity ≥95%
MDL No. MFCD09909342
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrINO
Molecular Weight None
Synonym(s) 3-Pyridinol, 2-bromo-6-iodo-
SMILES OC1=CC=C(I)N=C1Br

Description

2-Bromo-6-iodopyridin-3-ol features a pyridine core bearing bromo and iodo substituents at the 2- and 6-positions, respectively, with a hydroxyl group at the 3-position. This electron-deficient heterocycle serves as a key building block in transition metal-catalyzed cross-coupling reactions, enabling efficient access to complex substituted pyridines under standard conditions.

Application

2-Bromo-6-iodopyridin-3-ol serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-bromo and para-iodo substituents provide orthogonal reactivity for sequential functionalization. Its phenolic hydroxyl group offers moderate stability and facilitates downstream derivatization, while the molecule exhibits good bench stability and ease of purification—ideal for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  6602-32-0
- ~98%
- In-stock
  
  129611-32-1
References
- SCHERING CORPORATION; KOZLOWSKI, Joseph, A.; YU, Wensheng; WONG, Michael, K.C.; KIM, Seong-Heon; TONG, Ling; LAVEY, Brian, J.; SHANKAR, Bandarpalle, B.; YANG, De-Yi; FELTZ, Robert; KOSINSKI, Aneta, Maria; ZHOU, Guowei; RIZVI, Razia, K.; DAI, Chaoyang; FIRE, Luke; GIRIJAVALLABHAN, Vinay, M.; LI, Dansu; POPOVICI-MULLER, Janeta; RICHARD, Judson, E.; ROSNER, Kristin, E.; SIDDIQUI, M., Arshad; YANG, Liping Patent: WO2010/54279 A1, 2010 ; Location in patent: Page/Page column 141-142 ; WO 2010/054279 A1
Route2
- In-stock
  
  6602-32-0
- ~29%
- In-stock
  
  129611-32-1
- 129611-33-2
References
- Tetrahedron Letters, , vol. 38, # 14 p. 2467 - 2470

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
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 33.12
LogP 2.1543
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-6-iodopyridin-3-ol

CAS No. 129611-32-1

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