Lot numbers can be found on the outside label of a product:
Ethyl 4-methyl-1H-pyrrole-3-carboxylate
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CAS No. 2199-49-7
- Cat. No. CS-0136289
- Purity≥98%
- MDL No.MFCD00030417
*For research and further manufacturing use only, not for direct human use.
Structure of 2199-49-7
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General Information
- CAS No. 2199-49-7
- Cat. No. CS-0136289
- Purity ≥98%
- MDL No. MFCD00030417
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₁NO₂
- Molecular Weight 153.18
- Synonym(s) Ethyl 4-methylpyrrole-3-carboxylate
- SMILES O=C(C1=CNC=C1C)OCC
Description
Ethyl 4-methyl-1H-pyrrole-3-carboxylate features a bench-stable pyrrole core with a methyl group at the C4 position and an ethyl ester at C3, enabling straightforward functionalization. This electron-rich heterocycle integrates readily into synthetic sequences requiring controlled reactivity, particularly in transition-metal-catalyzed couplings and conjugated polymer synthesis.
Application
Ethyl 4-methyl-1H-pyrrole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrroles via standard functional group transformations. Its methyl and ester groups offer orthogonal reactivity for selective derivatization, while the electron-rich pyrrole core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and is readily purified by distillation or flash chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.
Synthesis
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Route1
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10544-63-5 -
38622-91-2
- ~92%
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In-stock
2199-49-7
References
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Jin, Yun-Zhou; Fu, Da-Xu; Ma, Nan; Li, Zhan-Cheng; Liu, Quan-Hai; Xiao, Lin; Zhang, Rong-Hua Molecules, 2011 , vol. 16, # 11 p. 9368 - 9385
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Route2
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90610-58-5
- ~82%
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In-stock
2199-49-7
References
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Woodward, Robert Burns; Ayer, William A.; Beaton, John M.; Bickelhaupt, Friedrich; Bonnett, Raymond; Buchschacher, Paul; Closs, Gerhard L.; Dutler, Hans; Hannah, John; Hauck, Fred P.; Ito, Sho; Langemann, Albert; Le Goff, Eugene; Leimgruber, Willy; Lwowski, Walter; Sauer, Juergen; Valenta, Zdenek; Volz, Heinrich Tetrahedron, 1990 , vol. 46, # 22 p. 7599 - 7659
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Route3
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5448-13-5
- ~%
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In-stock
2199-49-7
References
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Journal of the American Chemical Society, , vol. 75, p. 5295,5297
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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 42.09
- LogP 1.49982
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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