Methyl 1-amino-1H-pyrrole-2-carboxylate

Name: Methyl 1-amino-1H-pyrrole-2-carboxylate
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CAS No. 122181-85-5
Cat. No. CS-0099972
Purity≥98%
MDL No.MFCD11226170

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 1-amino-1H-pyrrole-2-carboxylate|CS-0099972

Structure of 122181-85-5

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General Information

CAS No. 122181-85-5
Cat. No. CS-0099972
Purity ≥98%
MDL No. MFCD11226170
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O₂
Molecular Weight 140.14
Synonym(s) 1H-Pyrrole-2-carboxylicacid,1-amino-,methylester(9CI)
SMILES NN1C(C(OC)=O)=CC=C1

Description

Methyl 1-amino-1H-pyrrole-2-carboxylate features a pyrrole core with strategically positioned amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. The electron-rich aromatic system facilitates coupling reactions under mild conditions, while the methyl ester group offers tunable reactivity for downstream transformations. This compound serves as a key intermediate in the synthesis of biologically active molecules and functional materials.

Application

Methyl 1-amino-1H-pyrrole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrroles and related scaffolds. The amino and ester functionalities offer orthogonal reactivity for sequential functionalization, while the compound exhibits good bench stability and ease of purification. It functions effectively in coupling reactions and transition-metal-catalyzed transformations, facilitating the construction of complex molecular architectures relevant to medicinal chemistry and agrochemical research.

Synthesis

Route1
- In-stock
  
  1193-62-0
- ~85%
- In-stock
  
  122181-85-5
References
- NEOPHARM CO., LTD. Patent: US2011/183983 A1, 2011 ; Location in patent: Page/Page column 32 ;
Route2
- 122181-83-3
- ~83%
- In-stock
  
  122181-85-5
References
- Jacobi, Peter A.; Buddhu, Subhas C.; Fry, Douglas; Rajeswari Journal of Organic Chemistry, 1997 , vol. 62, # 9 p. 2894 - 2906

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 57.25
LogP -0.0115
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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Methyl 1-amino-1H-pyrrole-2-carboxylate

CAS No. 122181-85-5

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