Lot numbers can be found on the outside label of a product:
3-Chloro-4-(pyridin-2-ylmethoxy)aniline
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CAS No. 524955-09-7
- Cat. No. CS-M0297
- Purity≥98%
- MDL No.MFCD08699389
*For research and further manufacturing use only, not for direct human use.
Structure of 524955-09-7
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General Information
- CAS No. 524955-09-7
- Cat. No. CS-M0297
- Purity ≥98%
- MDL No. MFCD08699389
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₁ClN₂O
- Molecular Weight 234.68
- Synonym(s) 3-chloro-4-(2-pyridinylMethoxy)- BenzenaMine
- SMILES ClC1=CC(N)=CC=C1OCC2=NC=CC=C2
Description
3-Chloro-4-(pyridin-2-ylmethoxy)aniline features a pyridin-2-ylmethoxy group that enhances solubility and modulates electronic properties, while the chloro substituent provides a reactive handle for further functionalization. This scaffold integrates seamlessly into pharmaceutical intermediates and advanced materials due to its stability and compatibility with diverse synthetic transformations.
Application
3-Chloro-4-(pyridin-2-ylmethoxy)aniline serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functional group manipulation. Its pyridinylmethyl ether moiety provides orthogonal reactivity and enhanced solubility, while the chloro and aniline functionalities facilitate further derivatization via palladium-catalyzed cross-coupling and electrophilic substitution. The compound exhibits good bench stability and is amenable to purification by chromatography or recrystallization, making it well-suited for iterative synthesis in API development.
Synthesis
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Route1
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In-stock
179687-79-7 - ~95%
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In-stock
524955-09-7
References
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WYETH Patent: US2006/270668 A1, 2006 ; Location in patent: Page/Page column 16-17 ;
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Route2
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3964-52-1 -
In-stock
6959-47-3 - ~94%
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In-stock
524955-09-7
References
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ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/64196 A1, 2006 ; Location in patent: Page/Page column 97 ; WO 2006/064196 A1
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Route3
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In-stock
586-98-1 -
3964-52-1
- ~32%
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In-stock
524955-09-7
References
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Gavai, Ashvinikumar V.; Han, Wen-Ching; Chen, Ping; Ruediger, Edward H.; Mastalerz, Harold; Fink, Brian E.; Norris, Derek J. Patent: US2005/197339 A1, 2005 ; Location in patent: Page/Page column 12 ; US 20050197339 A1
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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 48.14
- LogP 2.8962
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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