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

Name: Ethyl 3-amino-1H-indole-2-carboxylate
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CAS No. 87223-77-6
Cat. No. CS-0061561
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 3-amino-1H-indole-2-carboxylate|CS-0061561

Structure of 87223-77-6

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General Information

CAS No. 87223-77-6
Cat. No. CS-0061561
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂N₂O₂
Molecular Weight 204.23
Synonym(s) Ethyl 3-amino-2-indolecarboxylate
SMILES CCOC(C1=C(N)C2=CC=CC=C2N1)=O

Description

Ethyl 3-amino-1H-indole-2-carboxylate features a planar indole core with a strategically positioned amino group at the 3-position, enabling direct functionalization in transition-metal-catalyzed couplings. The ester handle facilitates downstream derivatization, while the electron-rich aromatic system supports conjugation in bioactive molecule design. This bench-stable compound serves as a key scaffold for medicinal chemistry and materials synthesis.

Application

Ethyl 3-amino-1H-indole-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling the synthesis of indole-based pharmaceuticals through standard functional group transformations. Its amino and ester functionalities offer orthogonal reactivity for derivatization, while the indole core provides structural rigidity and favorable pharmacophoric properties. Bench-stable and readily purified, it facilitates scalable synthesis of heterocyclic scaffolds via coupling, cyclization, and substitution reactions.

Synthesis

Route1
- 87223-76-5
- ~68%
- In-stock
  
  87223-77-6
References
- Alkan, Sefik S.; Dinerstein, Robert J.; Hrib, Nicholas J.; Subramaniam, Arun; Jurcak, John G. Patent: US2004/6123 A1, 2004 ;
Route2
- In-stock
  
  1885-29-6
- ~%
- In-stock
  
  87223-77-6
References
- Journal of Heterocyclic Chemistry, , vol. 20, p. 495 - 499

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

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Computational Chemistry Data

TPSA 68.11
LogP 1.9268
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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

CAS No. 87223-77-6

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