Lot numbers can be found on the outside label of a product:
7-Bromo-1-methyl-1H-indole
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CAS No. 280752-68-3
- Cat. No. CS-0055870
- Purity≥98%
- MDL No.MFCD09879960
*For research and further manufacturing use only, not for direct human use.
Structure of 280752-68-3
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General Information
- CAS No. 280752-68-3
- Cat. No. CS-0055870
- Purity ≥98%
- MDL No. MFCD09879960
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈BrN
- Molecular Weight 210.07
- Synonym(s) 7-Bromo-1-methylindole
- SMILES CN1C=CC2=C1C(=CC=C2)Br
Description
7-Bromo-1-methyl-1H-indole is a brominated indole derivative featuring a methyl group at the nitrogen and a bromine substituent at the C7 position. This electron-deficient scaffold integrates readily into heterocyclic architectures, serving as a key building block in medicinal chemistry for targeted synthesis of bioactive molecules.
Application
7-Bromo-1-methyl-1H-indole serves as a versatile building block in medicinal chemistry and cross-coupling reactions, enabling efficient access to substituted indole scaffolds. The bromine at the 7-position facilitates palladium-catalyzed coupling with arylboranes or alkenylzinc reagents, while the N-methyl group enhances solubility and metabolic stability. This compound exhibits excellent bench stability, ease of purification, and compatibility with standard reaction conditions, making it ideal for modular synthesis of bioactive molecules and pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
51417-51-7 -
74-88-4 - ~89%
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In-stock
280752-68-3
References
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Tolnai, Gergely L.; Ganss, Stephanie; Brand, Jonathan P.; Waser, Jerome Organic Letters, 2013 , vol. 15, # 1 p. 112 - 115
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Route2
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577-19-5
- ~%
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In-stock
280752-68-3
References
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Deally, Anthony; Gleeson, Brendan; Mueller-Bunz, Helge; Patil, Siddappa; O'Shea, Donal F.; Tacke, Matthias Journal of Organometallic Chemistry, 2011 , vol. 696, # 5 p. 1072 - 1083
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Route3
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In-stock
51417-51-7
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77-78-1
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In-stock
280752-68-3
References
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Engler, Thomas A.; Furness, Kelly; Malhotra, Sushant; Sanchez-Martinez, Concha; Shih, Chuan; Xie, Walter; Zhu, Guoxin; Zhou, Xun; Conner, Scott; Faul, Margaret M.; Sullivan, Kevin A.; Kolis, Stanley P.; Brooks, Harold B.; Patel, Bharvin; Schultz, Richard M.; DeHahn, Tammy B.; Kirmani, Kashif; Spencer, Charles D.; Watkins, Scott A.; Considine, Eileen L.; Dempsey, Jack A.; Ogg, Catherine A.; Stamm, Nancy B.; Anderson, Bryan D.; Campbell, Robert M.; Vasudevan, Vasu; Lytle, Michelle L. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 14 p. 2261 - 2267
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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 4.93
- LogP 2.9408
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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