Lot numbers can be found on the outside label of a product:
(4-Bromopyridin-2-yl)methanamine
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CAS No. 865156-50-9
- Cat. No. CS-W019223
- Purity≥95%
- MDL No.MFCD07374903
*For research and further manufacturing use only, not for direct human use.
Structure of 865156-50-9
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General Information
- CAS No. 865156-50-9
- Cat. No. CS-W019223
- Purity ≥95%
- MDL No. MFCD07374903
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₇BrN₂
- Molecular Weight 187.04
- Synonym(s) 2-pyridinemethanamine, 4-bromo-
- SMILES BrC1=CC(=NC=C1)CN
Description
(4-Bromopyridin-2-yl)methanamine features a pyridine ring bearing both bromo and amino-methyl substituents at meta positions, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The electron-deficient pyridine ring enhances reactivity toward palladium-catalyzed transformations, while the primary amine group provides a handle for derivatization. This bifunctional scaffold supports efficient access to bioactive heterocycles and advanced intermediates in medicinal chemistry.
Application
(4-Bromopyridin-2-yl)methanamine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds through palladium-catalyzed cross-coupling reactions. The bromine and primary amine functionalities offer orthogonal reactivity for sequential derivatization, while the compound exhibits good bench stability and ease of purification. Functions effectively in Suzuki, Sonogashira, and Buchwald-Hartwig coupling protocols, facilitating rapid access to diverse heterocyclic architectures relevant to drug discovery programs.
Synthesis
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Route1
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In-stock
62150-45-2 - ~%
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In-stock
865156-50-9
References
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WO2005/90305 A1, ; Page/Page column 30 ; WO 2005/090305 A1
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Route2
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In-stock
22282-99-1 - ~%
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In-stock
865156-50-9
References
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Chemical Science, , vol. 4, # 8 p. 3269 - 3274
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Route3
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100367-74-6 - ~%
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In-stock
865156-50-9
References
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Chemical Science, , vol. 4, # 8 p. 3269 - 3274
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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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-H318-H335
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Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.91
- LogP 1.3028
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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