Lot numbers can be found on the outside label of a product:
6-Bromoquinazolin-4-amine
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CAS No. 21419-48-7
- Cat. No. CS-W018924
- Purity≥95%
- MDL No.MFCD02228849
*For research and further manufacturing use only, not for direct human use.
Structure of 21419-48-7
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General Information
- CAS No. 21419-48-7
- Cat. No. CS-W018924
- Purity ≥95%
- MDL No. MFCD02228849
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆BrN₃
- Molecular Weight 224.06
- Synonym(s) Quinazoline, 4-amino-6-bromo-
- SMILES NC1=C2C=C(Br)C=CC2=NC=N1
Description
6-Bromoquinazolin-4-amine serves as a key intermediate in the synthesis of kinase inhibitors and pharmaceutical agents. This heterocyclic scaffold features a bromine substituent at the 6-position, enabling facile palladium-catalyzed cross-coupling reactions. The amine group at the 4-position facilitates derivatization through acylation, alkylation, or coupling with electrophiles, supporting rapid access to diverse quinazoline-based libraries under standard conditions.
Application
6-Bromoquinazolin-4-amine serves as a versatile building block for the synthesis of biologically active quinazoline derivatives. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of complex heterocyclic scaffolds. The amine group provides a site for derivatization via acylation or alkylation, enhancing functional group diversity. This compound exhibits good bench stability and is compatible with standard synthetic workflows in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
![6-Bromo-2H-benzo[d][1,3]oxazine-2,4(1H)-dione|CS-W017781](https://file.chemscene.com/productPIC/CS-W017781.gif)
4692-98-2 - ~80%
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In-stock
21419-48-7
References
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SMITHKLINE BEECHAM CORPORATION Patent: WO2007/38331 A2, 2007 ; Location in patent: Page/Page column 39-40 ;
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Route2
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In-stock
39263-32-6 -
77287-34-4 - ~90%
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In-stock
21419-48-7
References
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Loidreau, Yvonnick; Besson, Thierry Tetrahedron, 2011 , vol. 67, # 26 p. 4852 - 4857
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Route3
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In-stock
304858-65-9 -
122-51-0
- ~%
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In-stock
21419-48-7
References
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Streib, Manuel; Kraeling, Katja; Richter, Kristin; Xie, Xiulan; Steuber, Holger; Meggers, Eric Angewandte Chemie - International Edition, 2014 , vol. 53, # 1 p. 305 - 309 Angew. Chem., 2014 , vol. 126, # 1 p. 311 - 315,5
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2811
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Class : 6.1
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Packing Group : Ⅲ
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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 51.8
- LogP 1.9745
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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