4-Methyl-7H-pyrrolo[2,3-d]pyrimidine

Name: 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 945950-37-8
Cat. No. CS-0050807
Purity≥95%
MDL No.None

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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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4-Methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-0050807

Structure of 945950-37-8

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General Information

CAS No. 945950-37-8
Cat. No. CS-0050807
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇N₃
Molecular Weight 133.15
Synonym(s) None
SMILES CC1=C2C=CNC2=NC=N1

Description

4-Methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a privileged heterocyclic scaffold in medicinal chemistry, featuring a fused tricyclic core with enhanced electron density at the pyrimidine ring. This structure supports direct incorporation into kinase inhibitors and nucleoside analogs, offering improved metabolic stability and target selectivity in drug discovery pipelines.

Application

4-Methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of purine analogs and kinase inhibitors. Its well-defined reactivity at C2 and C6 positions facilitates selective functionalization, while the methyl group enhances metabolic stability. The scaffold exhibits excellent bench stability and compatibility with standard coupling protocols, making it suitable for both small-scale lead optimization and scalable process development.

Synthesis

Route1
- 75-16-1
- 3680-69-1
- ~%
- In-stock
  
  945950-37-8
References
- Plexxikon, Inc. Patent: US2009/286783 A1, 2009 ; Location in patent: Page/Page column 64 ;
Route2
- 75-24-1
- 3680-69-1
- ~74%
- In-stock
  
  945950-37-8
References
- Thiyagarajan, Anandarajan; Salim, Mohammed T.A.; Balaraju, Tuniki; Bal, Chandralata; Baba, Masanori; Sharon, Ashoke Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 24 p. 7742 - 7747

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.26632
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Methyl-7H-pyrrolo[2,3-d]pyrimidine

CAS No. 945950-37-8

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