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Methyl 2-amino-5-bromo-3-methylbenzoate
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CAS No. 206548-14-3
- Cat. No. CS-0035707
- Purity≥98%
- MDL No.MFCD06797379
*For research and further manufacturing use only, not for direct human use.
Structure of 206548-14-3
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General Information
- CAS No. 206548-14-3
- Cat. No. CS-0035707
- Purity ≥98%
- MDL No. MFCD06797379
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀BrNO₂
- Molecular Weight 244.09
- Synonym(s) Methyl 2-amino-5-bromo-m-toluate, Methyl 5-bromo-3-methylanthranilate
- SMILES CC1=CC(=CC(=C1N)C(=O)OC)Br
Description
Methyl 2-amino-5-bromo-3-methylbenzoate features a brominated, electron-deficient aromatic core paired with a methyl ester and amino functionality. This combination enables direct incorporation into heterocyclic scaffolds and facilitates downstream derivatization in medicinal chemistry campaigns. The molecule exhibits enhanced stability under standard bench conditions.
Application
Methyl 2-amino-5-bromo-3-methylbenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct access to substituted benzimidazoles, benzoxazoles, and other heterocyclic scaffolds via standard coupling and cyclization protocols. The molecule’s ortho-amino and bromo groups facilitate sequential functionalization, while the methyl ester provides a handle for further derivatization. Bench-stable and readily purified by recrystallization or column chromatography, it supports scalable synthesis workflows.
Synthesis
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Route1
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In-stock
206548-13-2 -
74-88-4 - ~99%
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In-stock
206548-14-3
References
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WO2011/8572 A2, ; Page/Page column 70-71 ; WO 2011/008572 A2
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Route2
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In-stock
22223-49-0 - ~91%
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In-stock
206548-14-3
References
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Helvetica Chimica Acta, , vol. 87, # 6 p. 1333 - 1356
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Route3
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In-stock
206548-13-2
- ~92%
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In-stock
206548-14-3
References
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US5929097 A1, ; US 5929097 A
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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 52.32
- LogP 2.12632
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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