6-Bromo-N,N-dimethylpyridin-2-amine

Name: 6-Bromo-N,N-dimethylpyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 112575-13-0
Cat. No. CS-0151313
Molecule weight201.06
Purity≥95%
MDL No.MFCD09878970

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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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6-Bromo-N,N-dimethylpyridin-2-amine|CS-0151313

Structure of 112575-13-0

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General Information

CAS No. 112575-13-0
Cat. No. CS-0151313
Purity ≥95%
MDL No. MFCD09878970
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂
Molecular Weight 201.06
Synonym(s) 6-Bromo-2-N,N-dimethylaminopyridine
SMILES CN(C)C1=CC=CC(=N1)Br

Description

6-Bromo-N,N-dimethylpyridin-2-amine features a bromine substituent at the 6-position and two methyl groups on the nitrogen, creating a sterically hindered, electron-deficient pyridine core. This structure enables efficient coupling in cross-coupling reactions, particularly in Pd-catalyzed transformations. The compound exhibits bench-stable handling and compatibility with diverse reaction conditions.

Application

6-Bromo-N,N-dimethylpyridin-2-amine serves as a versatile building block in medicinal chemistry and catalysis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine atom at the 6-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the N,N-dimethylpyridin-2-amine moiety offers enhanced solubility and stability under standard reaction conditions. This compound functions as a key scaffold for constructing bioactive heterocycles and transition metal catalysts.

Synthesis

Route1
- In-stock
  
  626-05-1
- 124-40-3
- ~94%
- In-stock
  
  112575-13-0
References
- Tsukamoto, Issei; Koshio, Hiroyuki; Kuramochi, Takahiro; Saitoh, Chikashi; Yanai-Inamura, Hiroko; Kitada-Nozawa, Chika; Yamamoto, Eisaku; Yatsu, Takeyuki; Shimada, Yoshiaki; Sakamoto, Shuichi; Tsukamoto, Shin-ichi Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 8 p. 3130 - 3141
Route2
- In-stock
  
  626-05-1
- 68-12-2
- ~35%
- 40263-66-9
- In-stock
  
  112575-13-0
References
- Journal of Organic Chemistry, , vol. 53, # 4 p. 786 - 790

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

Quality Control

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Computational Chemistry Data

TPSA 16.13
LogP 1.9101
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Bromo-N,N-dimethylpyridin-2-amine

CAS No. 112575-13-0

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