2-Amino-4-methoxypyrimidine

Name: 2-Amino-4-methoxypyrimidine
Brand: ChemScene
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CAS No. 155-90-8
Cat. No. CS-W019694
Molecule weight125.13
Purity≥98%
MDL No.MFCD00619233

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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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General Information

CAS No. 155-90-8
Cat. No. CS-W019694
Purity ≥98%
MDL No. MFCD00619233
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇N₃O
Molecular Weight 125.13
Synonym(s) Pyrimidine, 2-amino-4-methoxy-
SMILES NC1=NC=CC(OC)=N1

Description

2-Amino-4-methoxypyrimidine is a bench-stable heterocyclic building block featuring a nucleophilic amino group and a methoxy substituent at electron-deficient positions. This combination enables direct incorporation into pharmaceutical scaffolds and functional materials via cross-coupling or condensation reactions under mild conditions.

Application

2-Amino-4-methoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling the construction of pyrimidine-based scaffolds prevalent in kinase inhibitors and antiviral agents. Its amino group facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the methoxy substituent offers moderate stability and compatibility with standard synthetic protocols. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in multi-step synthesis and process development workflows.

Synthesis

Route1
- In-stock
  
  5734-64-5
- ~93%
- In-stock
  
  155-90-8
References
- S BIO PTE LTD Patent: WO2009/93981 A1, 2009 ; Location in patent: Page/Page column 104 ; WO 2009/093981 A1
Route2
- In-stock
  
  36082-45-8
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  155-90-8
- 944401-63-2
References
- WO2008/98058 A1, ; Page/Page column 66-67 ; WO 2008/098058 A1
Route3
- 67-56-1
- In-stock
  
  3993-78-0
- ~84%
- In-stock
  
  155-90-8
References
- Pan, Li; Jiang, Ying; Liu, Zhen; Liu, Xing-Hai; Liu, Zhuo; Wang, Gang; Li, Zheng-Ming; Wang, Di European Journal of Medicinal Chemistry, 2012 , vol. 50, p. 18 - 26

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅲ
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 61.03
LogP 0.0674
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Amino-4-methoxypyrimidine

CAS No. 155-90-8

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