Lot numbers can be found on the outside label of a product:
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate
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CAS No. 2199-59-9
- Cat. No. CS-W002153
- Purity≥98%
- MDL No.MFCD00030352
*For research and further manufacturing use only, not for direct human use.
Structure of 2199-59-9
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General Information
- CAS No. 2199-59-9
- Cat. No. CS-W002153
- Purity ≥98%
- MDL No. MFCD00030352
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₃NO₃
- Molecular Weight 195.22
- Synonym(s) 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylic Acid Ethyl Ester
- SMILES O=C(C1=C(C)NC(C=O)=C1C)OCC
Description
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate features a pyrrole core with strategically positioned formyl and ester groups, enabling direct functionalization in heterocyclic synthesis. The electron-deficient pyrrole ring facilitates conjugative coupling reactions, while the methyl substituents enhance regioselectivity. This bench-stable reagent integrates efficiently into complex molecular architectures under standard conditions.
Application
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrrole scaffolds. The formyl and ester groups support sequential functionalization via nucleophilic addition, condensation, and cross-coupling reactions. Bench-stable and readily purified by column chromatography, it functions effectively in multistep sequences requiring orthogonal reactivity and moderate electrophilicity.
Synthesis
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Route1
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In-stock
2199-51-1 - ~99%
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In-stock
2199-59-9
References
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Sugen. Inc. Patent: US2003/100555 A1, 2003 ; US 20030100555 A1
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Route2
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In-stock
2199-51-1
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68-12-2 - ~98%
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In-stock
2199-59-9
References
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Uddin, Md. Imam; Thirumalairajan, Srinath; Crawford, Sarah M.; Cameron, T. Stanley; Thompson, Alison Synlett, 2010 , # 17 p. 2561 - 2564
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Route3
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86770-31-2 -
122-51-0
- ~83%
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In-stock
2199-59-9
References
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Sugen, Inc. Patent: US2004/266843 A1, 2004 ; Location in patent: Page 10; 11 ;
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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 59.16
- LogP 1.62074
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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