Lot numbers can be found on the outside label of a product:
7-Methoxy-2,2,4-trimethyl-1,2-dihydroquinoline
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CAS No. 1810-74-8
- Cat. No. CS-0153119
- Purity≥96%
- MDL No.MFCD00627122
*For research and further manufacturing use only, not for direct human use.
Structure of 1810-74-8
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General Information
- CAS No. 1810-74-8
- Cat. No. CS-0153119
- Purity ≥96%
- MDL No. MFCD00627122
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₇NO
- Molecular Weight 203.28
- Synonym(s) Quinoline, 1,2-dihydro-7-Methoxy-2,2,4-triMethyl-
- SMILES CC1=CC(C)(C)NC2=C1C=CC(=C2)OC
Description
7-Methoxy-2,2,4-trimethyl-1,2-dihydroquinoline is a bench-stable, electron-rich heterocycle featuring a methoxy group at the 7-position and methyl substitutions at the 2- and 4-positions. This configuration enhances solubility and stability while providing a rigid, planar scaffold ideal for coupling reactions. The compound serves as a selective ligand in transition-metal catalysis and integrates readily into functionalized molecular architectures.
Application
7-Methoxy-2,2,4-trimethyl-1,2-dihydroquinoline serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted quinoline scaffolds. Its electron-rich dihydroquinoline core facilitates electrophilic substitution and palladium-catalyzed coupling reactions. The methoxy group at C7 provides a handle for further derivatization, while the methyl substituents enhance metabolic stability and steric control. This compound exhibits excellent bench stability and ease of purification, making it well-suited for high-throughput synthesis and process development workflows.
Synthesis
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Route1
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536-90-3 -
74-99-7
- ~91%
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In-stock
1810-74-8
References
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Yi, Chae S.; Yun, Sang Young Journal of the American Chemical Society, 2005 , vol. 127, # 48 p. 17000 - 17006
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Route2
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536-90-3
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67-64-1
- ~70%
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In-stock
1810-74-8
References
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Koelmel, Dominik K.; Rudat, Birgit; Braun, Delia M.; Bednarek, Christin; Schepers, Ute; Braese, Stefan Organic and Biomolecular Chemistry, 2013 , vol. 11, # 24 p. 3954 - 3962
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Route3
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141-79-7
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536-90-3
- ~33%
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In-stock
1810-74-8
References
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ENZO LIFE SCIENCES, INC., C/O ENZO BIOCHEM, INC.; LI, ZAIGUO; PANDE, PRAVEEN Patent: US2013/89853 A1, 2013 ; Location in patent: Paragraph 0087 ;
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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 21.26
- LogP 3.3026
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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