Lot numbers can be found on the outside label of a product:
3-(Benzyloxy)-5-bromopyridin-2-amine
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CAS No. 754230-78-9
- Cat. No. CS-W004158
- Purity≥97%
- MDL No.MFCD11109946
*For research and further manufacturing use only, not for direct human use.
Structure of 754230-78-9
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General Information
- CAS No. 754230-78-9
- Cat. No. CS-W004158
- Purity ≥97%
- MDL No. MFCD11109946
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₁BrN₂O
- Molecular Weight 279.13
- Synonym(s) 5-bromo-3-phenylmethoxypyridin-2-amine
- SMILES Brc1cnc(c(c1)OCc1ccccc1)N
Description
3-(Benzyloxy)-5-bromopyridin-2-amine features a pyridine core functionalized with a benzyloxy group at the 3-position and a bromo substituent at the 5-position, enabling selective coupling reactions. The amine at the 2-position serves as a key handle for further derivatization. This compound exhibits good stability under standard handling conditions and is well-suited for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.
Application
3-(Benzyloxy)-5-bromopyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The benzyloxy group provides stable protection for the pyridine nitrogen, offering orthogonality in multi-step syntheses. Its bench-stable solid form facilitates handling and purification, making it well-suited for constructing complex heterocyclic scaffolds in API development.
Synthesis
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Route1
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In-stock
24016-03-3 - ~96%
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In-stock
754230-78-9
References
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Hinklin, Ronald J.; Boyd, Steven A.; Chicarelli, Mark J.; Condroski, Kevin R.; Dewolf, Walter E.; Lee, Patrice A.; Lee, Waiman; Singh, Ajay; Thomas, Laurie; Voegtli, Walter C.; Williams, Lance; Aicher, Thomas D. Journal of Medicinal Chemistry, 2013 , vol. 56, # 19 p. 7669 - 7678
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Route2
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100-39-0 -
In-stock
39903-01-0 - ~%
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In-stock
754230-78-9
References
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Journal of Medicinal Chemistry, , vol. 54, # 18 p. 6342 - 6363
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Route3
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In-stock
16867-03-1 -
100-44-7
- ~%
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In-stock
754230-78-9
References
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Archiv der Pharmazie, , vol. 344, # 3 p. 158 - 164
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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 3.0053
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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