7H-Pyrrolo[2,3-d]pyrimidin-2-amine

Name: 7H-Pyrrolo[2,3-d]pyrimidin-2-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 93366-88-2
Cat. No. CS-W006648
Purity≥97%
MDL No.MFCD12923656

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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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7H-Pyrrolo[2,3-d]pyrimidin-2-amine|CS-W006648

Structure of 93366-88-2

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General Information

CAS No. 93366-88-2
Cat. No. CS-W006648
Purity ≥97%
MDL No. MFCD12923656
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆N₄
Molecular Weight 134.14
Synonym(s) 1H-Pyrrolo[2,3-d]pyrimidin-2-amine (9CI)
SMILES NC1=NC=C2C(NC=C2)=N1

Description

7H-Pyrrolo[2,3-d]pyrimidin-2-amine features a fused heterocyclic core with a primary amine at the 2-position, offering a rigid, electron-rich scaffold ideal for kinase inhibitor design. This platform integrates seamlessly into medicinal chemistry campaigns requiring planar, hydrogen-bond-donating motifs with enhanced metabolic stability and favorable binding geometry in ATP-pocket environments.

Application

7H-Pyrrolo[2,3-d]pyrimidin-2-amine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its fused bicyclic structure provides enhanced stability and predictable reactivity, enabling efficient functionalization at multiple positions. The amine group facilitates direct coupling reactions and derivatization, while the core scaffold exhibits favorable solubility and purification characteristics. Functions reliably in standard synthetic workflows for kinase inhibitor development and nucleoside analog construction.

Synthesis

Route1
- In-stock
  
  84955-31-7
- ~87%
- In-stock
  
  93366-88-2
References
- RIBAPHARM INC. Patent: WO2004/80466 A1, 2004 ; Location in patent: Page/Page column 32 ;
Route2
- In-stock
  
  335654-06-3
- ~%
- In-stock
  
  93366-88-2
References
- GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R. Patent: WO2013/6738 A1, 2013 ; Location in patent: Page/Page column 325; 326 ;

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 67.59
LogP 0.5401
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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7H-Pyrrolo[2,3-d]pyrimidin-2-amine

CAS No. 93366-88-2

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