5-Amino-2-bromo-3-methylpyridine

Name: 5-Amino-2-bromo-3-methylpyridine
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CAS No. 38186-83-3
Cat. No. CS-D0970
Purity≥96%
MDL No.MFCD03095085

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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+
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5-Amino-2-bromo-3-methylpyridine|CS-D0970

Structure of 38186-83-3

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General Information

CAS No. 38186-83-3
Cat. No. CS-D0970
Purity ≥96%
MDL No. MFCD03095085
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 6-Bromo-5-methylpyridin-3-amine
SMILES NC1=CC(C)=C(Br)N=C1

Description

5-Amino-2-bromo-3-methylpyridine features a strategically positioned amino group and bromo substituent on a methylated pyridine core, enabling selective cross-coupling and functionalization in medicinal chemistry. The electron-donating amino moiety enhances reactivity in palladium-catalyzed transformations, while the bromide serves as a reliable handle for C–C bond formation. This scaffold delivers efficient access to complex heterocyclic architectures under standard conditions.

Application

5-Amino-2-bromo-3-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The amino and methyl groups provide orthogonal functional handles for further derivatization, while the pyridine core offers inherent stability and tunable basicity. Its bench-stable nature facilitates handling and purification, making it well-suited for multi-step synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  23132-21-0
- ~99%
- In-stock
  
  38186-83-3
References
- Duan, Maosheng; Kazmierski, Wieslaw M.; Chong, Pek Y.; DeAnda, Felix; Edelstein, Mark; Ferris, Rob; Peckham, Jennifer; Wheelan, Pat; Xiong, Zhiping; Zhang, Huichang; Nishizawa, Rena; Takaoka, Yoshikazu Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 21 p. 6470 - 6475

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 38.91
LogP 1.73472
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Amino-2-bromo-3-methylpyridine

CAS No. 38186-83-3

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