(6-Bromopyridin-2-yl)methanamine

Name: (6-Bromopyridin-2-yl)methanamine
Brand: ChemScene
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CAS No. 188637-63-0
Cat. No. CS-W019867
Purity≥95%
MDL No.MFCD07367930

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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+
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(6-Bromopyridin-2-yl)methanamine|CS-W019867

Structure of 188637-63-0

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General Information

CAS No. 188637-63-0
Cat. No. CS-W019867
Purity ≥95%
MDL No. MFCD07367930
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 1-(6-bromopyridin-2-yl)methanamine
SMILES NCC1=NC(Br)=CC=C1

Description

This bench-stable boronate moiety integrates readily into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The para-nitro group enhances electrophilicity, while the amine functionality facilitates downstream derivatization in medicinal chemistry applications.

Application

(6-Bromopyridin-2-yl)methanamine serves as a versatile building block for constructing pyridine-based pharmaceutical intermediates and functional materials. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the primary amine functions as a site for derivatization via acylation, alkylation, or reductive amination. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- 521917-57-7
- ~96%
- In-stock
  
  188637-63-0
References
- Watterson, Scott H.; Langevine, Charles M.; Van Kirk, Katy; Kempson, James; Guo, Junquing; Spergel, Steven H.; Das, Jagabandhu; Moquin, Robert V.; Dyckman, Alaric J.; Nirschl, David; Gregor, Kurt; Pattoli, Mark A.; Yang, Xiaoxia; McIntyre, Kim W.; Yang, Guchen; Galella, Michael A.; Booth-Lute, Hollie; Chen, Laishun; Yang, Zheng; Wang-Iverson, David; McKinnon, Murray; Dodd, John H.; Barrish, Joel C.; Burke, James R.; Pitts, William J. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 23 p. 7006 - 7012
Route2
- In-stock
  
  33674-96-3
- ~%
- In-stock
  
  188637-63-0
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 23 p. 7006 - 7012

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.91
LogP 1.3028
H_Acceptors 2
H_Donors 1
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-Bromopyridin-2-yl)methanamine

CAS No. 188637-63-0

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