Lot numbers can be found on the outside label of a product:
1-Methyl-1H-indole-7-carbaldehyde
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CAS No. 69047-36-5
- Cat. No. CS-0151167
- Purity≥96%
- MDL No.MFCD11109329
*For research and further manufacturing use only, not for direct human use.
Structure of 69047-36-5
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General Information
- CAS No. 69047-36-5
- Cat. No. CS-0151167
- Purity ≥96%
- MDL No. MFCD11109329
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₉NO
- Molecular Weight 159.18
- Synonym(s) 1-Methyl-1H-indole-7-carboxaldehyde
- SMILES CN1C=CC2=C1C(=CC=C2)C=O
Description
1-Methyl-1H-indole-7-carbaldehyde features a benzene-fused indole core with a methyl group at the 1-position and an aldehyde function at the 7-position, enabling direct coupling in cross-coupling reactions. The electron-rich indole scaffold enhances reactivity in transition-metal-catalyzed transformations, while the aldehyde moiety provides a handle for derivatization via imine formation or reduction. This compound serves as a key building block in the synthesis of bioactive heterocycles and functionalized pharmaceutical intermediates.
Application
1-Methyl-1H-indole-7-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through standard functional group transformations. Its aldehyde functionality facilitates reductive amination, Grignard additions, and coupling reactions, while the methylated indole core enhances metabolic stability and solubility. Bench-stable and readily purified by flash chromatography, it functions effectively in multi-step syntheses of kinase inhibitors and CNS-targeted compounds.
Synthesis
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Route1
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In-stock
1074-88-0 -
74-88-4 - ~89%
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In-stock
69047-36-5
References
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BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2011/269737 A1, 2011 ; Location in patent: Page/Page column 40 ; US 20110269737 A1
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Route2
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In-stock
1074-88-0
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77-78-1
- ~%
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In-stock
69047-36-5
References
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Engler, Thomas A.; Furness, Kelly; Malhotra, Sushant; Diefenbacher, Clive; Clayton, Joshua R. Tetrahedron Letters, 2003 , vol. 44, # 14 p. 2903 - 2905
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Route3
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69047-35-4
- ~45%
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In-stock
69047-36-5
References
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Etman, H. A. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 4 p. 285 - 288
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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 22
- LogP 1.9908
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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