Methyl 6-amino-4-indolecarboxylate

Name: Methyl 6-amino-4-indolecarboxylate
Brand: ChemScene
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CAS No. 103956-00-9
Cat. No. CS-W003012
Purity≥97%
MDL No.MFCD03094986

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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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Methyl 6-amino-4-indolecarboxylate|CS-W003012

Structure of 103956-00-9

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General Information

CAS No. 103956-00-9
Cat. No. CS-W003012
Purity ≥97%
MDL No. MFCD03094986
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O₂
Molecular Weight 190.20
Synonym(s) methyl 6-amino-1H-indole-4-carboxylate
SMILES O=C(C1=CC(N)=CC2=C1C=CN2)OC

Description

Methyl 6-amino-4-indolecarboxylate features a conjugated indole scaffold with a strategically positioned amino group and ester functionality. This combination enables direct incorporation into diverse heterocyclic architectures, serving as a key intermediate in the synthesis of biologically active indole derivatives under standard conditions.

Application

Methyl 6-amino-4-indolecarboxylate serves as a versatile building block for indole-based heterocycles, enabling efficient access to pharmaceutically relevant scaffolds. The amino and ester functionalities offer orthogonal reactivity, facilitating selective derivatization in late-stage functionalization. Its bench-stable nature and compatibility with standard coupling and cyclization protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  52090-24-1
- In-stock
  
  4637-24-5
- ~20%
- In-stock
  
  103956-00-9
References
- PFIZER INC. Patent: WO2004/63198 A1, 2004 ; Location in patent: Page 71-72 ; WO 2004/063198 A1
Route2
- In-stock
  
  52090-24-1
- ~%
- In-stock
  
  103956-00-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 4 p. 916 - 920

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 1.5367
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Methyl 6-amino-4-indolecarboxylate

CAS No. 103956-00-9

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