Lot numbers can be found on the outside label of a product:
6-Bromopicolinamide
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CAS No. 25194-52-9
- Cat. No. CS-0089806
- Purity≥98%
- MDL No.MFCD00234154
*For research and further manufacturing use only, not for direct human use.
Structure of 25194-52-9
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General Information
- CAS No. 25194-52-9
- Cat. No. CS-0089806
- Purity ≥98%
- MDL No. MFCD00234154
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅BrN₂O
- Molecular Weight 201.02
- Synonym(s) 6-bromo-pyridine-2-carboxylic acid amide
- SMILES O=C(C1=NC(Br)=CC=C1)N
Description
6-Bromopicolinamide features a bromine substituent at the pyridine ring's 6-position, enabling direct functionalization in cross-coupling reactions. The amide group provides polarity and hydrogen-bonding capacity, enhancing solubility and facilitating integration into pharmaceutical intermediates and ligand design.
Application
6-Bromopicolinamide serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent at the pyridine ring. The amide functionality provides enhanced solubility and metabolic stability, while the ortho-positioned nitrogen facilitates directed metalation. It functions reliably in Suzuki, Stille, and Negishi couplings, offering predictable reactivity for constructing complex heterocyclic scaffolds in API development.
Synthesis
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Route1
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In-stock
21190-87-4 - ~80%
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In-stock
25194-52-9
References
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Altmann, Eva; Aichholz, Reiner; Betschart, Claudia; Buhl, Thomas; Green, Jonathan; Irie, Osamu; Teno, Naoki; Lattmann, Rene; Tintelnot-Blomley, Marina; Missbach, Martin Journal of Medicinal Chemistry, 2007 , vol. 50, # 4 p. 591 - 594
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Route2
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139487-69-7 - ~%
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In-stock
25194-52-9
References
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WO2005/14566 A1, ; Page/Page column 91 ;
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Route3
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In-stock
26218-75-7 - ~%
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In-stock
25194-52-9
References
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Shao, Bin; Victory, Sam; Ilyin, Victor I.; Goehring, R. Richard; Sun, Qun; Hogenkamp, Derk; Hodges, Diane D.; Islam, Khondaker; Sha, Deyou; Zhang, Chongwu; Nguyen, Phong; Robledo, Silvia; Sakellaropoulos, George; Carter, Richard B. Journal of Medicinal Chemistry, 2004 , vol. 47, # 17 p. 4277 - 4285
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 55.98
- LogP 0.943
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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