Ethyl 3-amino-1H-pyrrole-2-carboxylate

Name: Ethyl 3-amino-1H-pyrrole-2-carboxylate
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CAS No. 252932-48-2
Cat. No. CS-W019026
Purity≥97%
MDL No.MFCD06797655

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Ethyl 3-amino-1H-pyrrole-2-carboxylate|CS-W019026

Structure of 252932-48-2

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General Information

CAS No. 252932-48-2
Cat. No. CS-W019026
Purity ≥97%
MDL No. MFCD06797655
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀N₂O₂
Molecular Weight 154.17
Synonym(s) 3-Amino-2-pyrrolecarboxylic acid ethyl ester
SMILES CCOC(=O)C1=C(N)C=CN1

Description

Ethyl 3-amino-1H-pyrrole-2-carboxylate features a pyrrole core with strategically positioned amino and ethyl ester functionalities, enabling direct incorporation into diverse heterocyclic scaffolds. The electron-rich aromatic system supports efficient coupling reactions, while the amino group offers synthetic handle for derivatization. This bench-stable compound facilitates rapid access to bioactive nitrogen-containing architectures under standard conditions.

Application

Ethyl 3-amino-1H-pyrrole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling access to substituted pyrroles via electrophilic substitution, Suzuki-Miyaura coupling, and amide formation. The amino and ester functionalities provide orthogonal reactivity for sequential functionalization, while the compound exhibits good bench stability and facilitates straightforward purification.

Synthesis

Route1
- 1021175-71-2
- ~49%
- In-stock
  
  252932-48-2
References
- Heald, Robert; Price, Stephen; Safina, Brian; Savy, Pascal Pierre Alexandre; Seward, Eileen Mary; Sutherlin, Daniel P.; Waszkowycz, Bohdan Patent: US2012/202785 A1, 2012 ; Location in patent: Page/Page column 128-129 ;
Route2
- In-stock
  
  288-14-2
- In-stock
  
  13433-00-6
- ~37%
- In-stock
  
  252932-48-2
References
- Theoclitou, Maria-Elena; Aquila, Brian; Block, Michael H.; Brassil, Patrick J.; Castriotta, Lillian; Code, Erin; Collins, Michael P.; Davies, Audrey M.; Deegan, Tracy; Ezhuthachan, Jayachandran; Filla, Sandra; Freed, Ellen; Hu, Haiqing; Huszar, Dennis; Jayaraman, Muthusamy; Lawson, Deborah; Lewis, Paula M; Nadella, Murali V. P.; Oza, Vibha; Padmanilayam, Maniyan; Pontz, Timothy; Ronco, Lucienne; Russell, Daniel; Whitston, David; Zheng, Xiaolan Journal of Medicinal Chemistry, 2011 , vol. 54, # 19 p. 6734 - 6750

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 68.11
LogP 0.7736
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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Ethyl 3-amino-1H-pyrrole-2-carboxylate

CAS No. 252932-48-2

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