Lot numbers can be found on the outside label of a product:
6-Bromo-2-methyl-1H-indole
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CAS No. 6127-19-1
- Cat. No. CS-W005701
- Purity≥95%
- MDL No.MFCD08669941
*For research and further manufacturing use only, not for direct human use.
Structure of 6127-19-1
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General Information
- CAS No. 6127-19-1
- Cat. No. CS-W005701
- Purity ≥95%
- MDL No. MFCD08669941
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈BrN
- Molecular Weight 210.07
- Synonym(s) NSC 115145
- SMILES CC(N1)=CC2=C1C=C(Br)C=C2
Description
6-Bromo-2-methyl-1H-indole is a brominated indole derivative featuring a methyl group at the 2-position and a bromine atom at the 6-position. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and bioactive heterocycles. The compound exhibits enhanced stability under standard bench conditions.
Application
6-Bromo-2-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 bromine at the 6-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl group at C2 enhances stability and modulates electronic properties. Its bench-stable nature and ease of purification make it well-suited for multi-step synthesis and scalable process development.
Synthesis
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Route1
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6127-15-7 - ~93%
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In-stock
6127-19-1
References
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Nissan Chemical Industries, LTD. Patent: US2007/83053 A1, 2007 ; Location in patent: Page/Page column 7 ;
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Route2
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877203-65-1 - ~85%
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In-stock
6127-19-1
References
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Taber, Douglass F.; Tian, Weiwei Journal of the American Chemical Society, 2006 , vol. 128, # 4 p. 1058 - 1059
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Route3
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In-stock
27246-81-7 - ~%
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In-stock
6127-19-1
References
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Pfizer Inc. Patent: US5744488 A1, 1998 ;
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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 15.79
- LogP 3.23882
- H_Acceptors 0
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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