Lot numbers can be found on the outside label of a product:
6-Bromo-1-methyl-1H-indole
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CAS No. 125872-95-9
- Cat. No. CS-0097300
- Purity≥95%
- MDL No.MFCD08543444
*For research and further manufacturing use only, not for direct human use.
Structure of 125872-95-9
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General Information
- CAS No. 125872-95-9
- Cat. No. CS-0097300
- Purity ≥95%
- MDL No. MFCD08543444
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈BrN
- Molecular Weight 210.07
- Synonym(s) 6-Bromo-1-methylindole
- SMILES CN1C=CC2=C1C=C(Br)C=C2
Description
6-Bromo-1-methyl-1H-indole is a brominated indole derivative featuring a methyl group at the nitrogen and a bromine substituent at the C6 position. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling efficient coupling reactions for constructing complex molecular architectures. Its bench-stable nature and compatibility with palladium-catalyzed transformations streamline synthetic workflows in drug discovery and materials development.
Application
6-Bromo-1-methyl-1H-indole serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to substituted indoles via palladium-catalyzed cross-coupling reactions. The bromo group at the 6-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the N-methyl group enhances solubility and metabolic stability. Bench-stable and readily purified by flash chromatography, it functions reliably in multi-step syntheses of bioactive heterocycles and functionalized scaffolds.
Synthesis
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Route1
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In-stock
52415-29-9 -
74-88-4 - ~97%
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In-stock
125872-95-9
References
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Prandi, Cristina; Occhiato, Ernesto G.; Tabasso, Silvia; Bonfante, Paola; Novero, Mara; Scarpi, Dina; Bova, Maria Elena; Miletto, Ivana European Journal of Organic Chemistry, 2011 , # 20-21 p. 3781 - 3793
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Route2
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74-88-4
- ~99%
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In-stock
125872-95-9
References
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Roche Palo Alto LLC Patent: US2007/123527 A1, 2007 ; Location in patent: Page/Page column 83 ;
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Route3
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In-stock
52415-29-9
- ~97%
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In-stock
125872-95-9
References
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Hoffmann-La Roche Inc. Patent: US6281356 B1, 2001 ;
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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 4.93
- LogP 2.9408
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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