Lot numbers can be found on the outside label of a product:
Methyl 2-amino-4-methoxylbenzoate
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CAS No. 50413-30-4
- Cat. No. CS-W005578
- Purity≥97%
- MDL No.MFCD06658470
*For research and further manufacturing use only, not for direct human use.
Structure of 50413-30-4
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General Information
- CAS No. 50413-30-4
- Cat. No. CS-W005578
- Purity ≥97%
- MDL No. MFCD06658470
- Storage RT, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₁NO₃
- Molecular Weight None
- Synonym(s) Methyl 2-amino-4-methoxybenzoate
- SMILES COC(=O)C1=C(N)C=C(OC)C=C1
Description
Methyl 2-amino-4-methoxylbenzoate features a strategically positioned amino group flanked by electron-donating methoxy and ester functionalities, enhancing its reactivity in coupling reactions. This bench-stable, moisture-tolerant intermediate integrates readily into synthetic routes for pharmaceuticals and agrochemicals, offering predictable regioselectivity under standard conditions.
Application
Methyl 2-amino-4-methoxylbenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via standard condensation and cyclization protocols. Its amino and methoxy groups offer orthogonal reactivity for sequential functionalization, while the methyl ester facilitates direct hydrolysis or conversion to amides. Bench-stable and readily purified by recrystallization, it supports scalable synthesis in API development workflows.
Synthesis
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Route1
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In-stock
4294-95-5 -
18107-18-1 - ~99%
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In-stock
50413-30-4
References
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EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A. Patent: WO2010/135524 A1, 2010 ; Location in patent: Page/Page column 219 ; WO 2010/135524 A1
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Route2
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In-stock
4294-95-5
- ~79%
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In-stock
50413-30-4
References
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Pfizer Inc. Patent: US4287341 A1, 1981 ;
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Route3
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67-56-1
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In-stock
4294-95-5
- ~60%
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In-stock
50413-30-4
References
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Hinsberger, Stefan; Huesecken, Kristina; Groh, Matthias; Negri, Matthias; Haupenthal, Joerg; Hartmann, Rolf W. Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8332 - 8338
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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
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Precautionary Statements : P264-P270-P301+P310-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 61.55
- LogP 1.064
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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