3-Amino-6-bromo-4-methylpyridine

Name: 3-Amino-6-bromo-4-methylpyridine
Brand: ChemScene
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CAS No. 156118-16-0
Cat. No. CS-W005773
Purity≥98%
MDL No.MFCD08277280

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Amino-6-bromo-4-methylpyridine|CS-W005773

Structure of 156118-16-0

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General Information

CAS No. 156118-16-0
Cat. No. CS-W005773
Purity ≥98%
MDL No. MFCD08277280
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-4-methylpyridin-3-amine
SMILES NC1=CN=C(C=C1C)Br

Description

3-Amino-6-bromo-4-methylpyridine features a pyridine core functionalized with amino, bromo, and methyl groups at strategic positions, enabling selective coupling reactions. The electron-donating amino group enhances reactivity in cross-coupling processes, while the bromo handle facilitates palladium-catalyzed transformations. This scaffold offers tunable electronic properties for pharmaceutical intermediates and advanced materials synthesis under standard conditions.

Application

3-Amino-6-bromo-4-methylpyridine serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The amino and bromo groups offer orthogonal reactivity for sequential derivatization, while the methyl group enhances metabolic stability. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling protocols and heterocyclic scaffold elaboration.

Synthesis

Route1
- In-stock
  
  23056-47-5
- ~%
- In-stock
  
  156118-16-0
References
- Bioorganic and Medicinal Chemistry, , vol. 15, # 6 p. 2441 - 2452

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
Precautionary Statements : P264-P270-P330-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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3-Amino-6-bromo-4-methylpyridine

CAS No. 156118-16-0

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