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Ethyl 6-chloropyrimidine-4-carboxylate
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CAS No. 51940-63-7
- Cat. No. CS-W008149
- Purity≥96%
- MDL No.MFCD12756023
*For research and further manufacturing use only, not for direct human use.
Structure of 51940-63-7
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General Information
- CAS No. 51940-63-7
- Cat. No. CS-W008149
- Purity ≥96%
- MDL No. MFCD12756023
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇ClN₂O₂
- Molecular Weight 186.60
- Synonym(s) ethyl-6-chloropyrimidine-4-carboxylate
- SMILES CCOC(=O)C1=CC(Cl)=NC=N1
Description
Ethyl 6-chloropyrimidine-4-carboxylate features a chlorinated pyrimidine core with a strategically positioned ester group, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient ring facilitates nucleophilic substitution reactions under mild conditions, while the ethyl ester serves as a versatile handle for further functionalization in medicinal chemistry and agrochemical synthesis.
Application
Ethyl 6-chloropyrimidine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds through nucleophilic substitution and cross-coupling reactions. The chloro group at the C6 position exhibits high reactivity toward amines, thiols, and organometallic reagents, while the ester functionality supports further transformations. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative medicinal chemistry campaigns and process development.
Synthesis
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Route1
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263270-52-6 -
64-17-5
- ~92%
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In-stock
51940-63-7
References
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BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2011/21500 A1, 2011 ; Location in patent: Page/Page column 39 ;
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Route2
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In-stock
6299-87-2 - ~%
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In-stock
51940-63-7
References
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BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2011/195954 A1, 2011 ;
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Route3
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In-stock
762-21-0 - ~%
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In-stock
51940-63-7
References
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COURTNEY, Stephen Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher John; DE AGUIAR PENA, Paula C.; JOHNSON, Peter; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia M.; MUNOZ, Ignacio Patent: WO2013/33085 A1, 2013 ;
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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 52.08
- LogP 1.3067
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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