4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine

Name: 4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 84955-32-8
Cat. No. CS-0100848
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine|CS-0100848

Structure of 84955-32-8

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General Information

CAS No. 84955-32-8
Cat. No. CS-0100848
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₄O
Molecular Weight 164.16
Synonym(s) 4-Methoxy-7H- Pyrrolo[2,3-d] pyrimidin-2-amine
SMILES NC1=NC(OC)=C2C(NC=C2)=N1

Description

4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine is a bench-stable heterocyclic amine featuring a methoxy group at the 4-position and a primary amine at the 2-position. This electron-rich scaffold integrates readily into medicinal chemistry libraries, serving as a core building block for kinase inhibitors and antiviral agents. The para-methoxy substitution enhances solubility and metabolic stability in biological assays.

Application

4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to purine-like scaffolds. Its electron-rich pyrrolopyrimidine core facilitates coupling reactions and functionalization at C2 and C4 positions, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and compatible with standard synthetic protocols, it functions effectively in the construction of kinase inhibitors and nucleoside analogs.

Synthesis

Route1
- 124-41-4
- In-stock
  
  84955-31-7
- ~81%
- In-stock
  
  84955-32-8
References
- Seela, Frank; Kehne, Andreas; Winkeler, Heinz-Dieter Liebigs Annalen der Chemie, 1983 , # 1 p. 137 - 146
Route2
- In-stock
  
  7355-55-7
- ~%
- In-stock
  
  84955-32-8
References
- Shih, Chuan; Gossett, L. S. Heterocycles, 1993 , vol. 35, # 2 p. 825 - 841
Route3
- 84981-48-6
- ~%
- In-stock
  
  84955-32-8
References
- Seela, Frank; Kehne, Andreas; Winkeler, Heinz-Dieter Liebigs Annalen der Chemie, 1983 , # 1 p. 137 - 146

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-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 76.82
LogP 0.5487
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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4-Methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine

CAS No. 84955-32-8

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