Lot numbers can be found on the outside label of a product:
Ethyl 2-aminopyrimidine-5-carboxylate
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CAS No. 57401-76-0
- Cat. No. CS-W003155
- Purity≥98%
- MDL No.MFCD04114100
*For research and further manufacturing use only, not for direct human use.
Structure of 57401-76-0
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General Information
- CAS No. 57401-76-0
- Cat. No. CS-W003155
- Purity ≥98%
- MDL No. MFCD04114100
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₉N₃O₂
- Molecular Weight 167.17
- Synonym(s) 2-Aminopyrimidine-5-carboxylic acid ethyl ester
- SMILES CCOC(=O)c1cnc(nc1)N
Description
Ethyl 2-aminopyrimidine-5-carboxylate features a pyrimidine core bearing both amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. The para-positioned amino group enhances nucleophilicity, while the ethyl ester facilitates selective derivatization under mild conditions. This compound serves as a key intermediate in the synthesis of bioactive molecules, particularly within medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.
Application
Ethyl 2-aminopyrimidine-5-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds. The amino and ester functionalities offer orthogonal reactivity for derivatization via alkylation, acylation, and transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard purification methods facilitate integration into multi-step syntheses of heterocyclic APIs and kinase inhibitors.
Synthesis
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Route1
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In-stock
148550-51-0 - ~77%
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In-stock
57401-76-0
References
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CHIESI FARMACEUTICI S.P.A.; ARMANI, Elisabetta; AMARI, Gabriele; CAPALDI, Carmelida; ESPOSITO, Oriana; PERETTO, Ilaria Patent: WO2013/45280 A1, 2013 ; Location in patent: Page/Page column 276 ;
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Route2
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In-stock
89793-12-4 - ~%
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In-stock
57401-76-0
References
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Journal of the American Chemical Society, , vol. 64, p. 794,797
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Route3
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97430-37-0 -
593-87-3 - ~34%
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In-stock
57401-76-0
References
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Schenone, Pietro; Sansebastiano, Laura; Mosti, Luisa Journal of Heterocyclic Chemistry, 1990 , vol. 27, # 2 p. 295 - 305
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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 78.1
- LogP 0.2355
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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