Lot numbers can be found on the outside label of a product:
6-Bromoisoquinolin-1-ylamine
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CAS No. 215453-26-2
- Cat. No. CS-W006172
- Purity≥95%
- MDL No.MFCD07374395
*For research and further manufacturing use only, not for direct human use.
Structure of 215453-26-2
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General Information
- CAS No. 215453-26-2
- Cat. No. CS-W006172
- Purity ≥95%
- MDL No. MFCD07374395
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrN₂
- Molecular Weight 223.07
- Synonym(s) 6-Bromoisoquinolin-1-amine
- SMILES BrC2=CC=C1C(=NC=CC1=C2)N
Description
6-Bromoisoquinolin-1-ylamine features a brominated isoquinoline core with a primary amine at the 1-position, enabling direct coupling in cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in Pd-catalyzed transformations. This bench-stable derivative serves as a key intermediate for pharmaceuticals and functional materials.
Application
6-Bromoisoquinolin-1-ylamine serves as a versatile building block for constructing isoquinoline-based scaffolds in medicinal chemistry and materials science. The bromo group enables palladium-catalyzed cross-coupling reactions, while the primary amine facilitates derivatization via acylation, alkylation, or reductive amination. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for modular synthesis workflows targeting functionalized heterocycles and bioactive compounds.
Synthesis
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Route1
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In-stock
205055-63-6 - ~65%
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In-stock
215453-26-2
References
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Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert B.; Dinges, Jurgen; Hutchins, Charles W.; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L. Patent: US2003/199511 A1, 2003 ; Location in patent: Page/Page column 36 ;
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Route2
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215453-25-1 - ~70%
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In-stock
215453-26-2
References
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Rewinkel; Lucas; Van Galen; Noach; Van Dinther; Rood; Jenneboer; Van Boeckel Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 5 p. 685 - 690
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Route3
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In-stock
82827-09-6 - ~%
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In-stock
215453-26-2
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 12 p. 3150 - 3155
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.91
- LogP 2.5795
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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