Methyl 2-aminopyrimidine-4-carboxylate

Name: Methyl 2-aminopyrimidine-4-carboxylate
Brand: ChemScene
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CAS No. 2164-66-1
Cat. No. CS-0045769
Molecule weight153.14
Purity≥97%
MDL No.MFCD16657647

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 2-aminopyrimidine-4-carboxylate|CS-0045769

Structure of 2164-66-1

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General Information

CAS No. 2164-66-1
Cat. No. CS-0045769
Purity ≥97%
MDL No. MFCD16657647
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇N₃O₂
Molecular Weight 153.14
Synonym(s) 4-PyriMidinecarboxylic acid, 2-aMino-, Methyl ester
SMILES O=C(OC)C1=NC(N)=NC=C1

Description

Methyl 2-aminopyrimidine-4-carboxylate features a pyrimidine core bearing an amino group at C2 and a methyl ester at C4, enabling direct functionalization in heterocyclic synthesis. This bench-stable scaffold integrates readily into pharmaceutical intermediates and ligand development due to its dual reactive handles and favorable solubility profile under standard conditions.

Application

Methyl 2-aminopyrimidine-4-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds. The amino and ester groups offer orthogonal reactivity for derivatization via coupling, alkylation, or cyclization reactions. Its bench-stable nature and compatibility with standard synthetic protocols facilitate straightforward incorporation into drug-like molecules and heterocyclic frameworks.

Synthesis

Route1
- 502164-18-3
- In-stock
  
  50-01-1
- ~61%
- In-stock
  
  2164-66-1
References
- SANTEN PHARMACEUTICAL CO., LTD. Patent: EP1864977 A1, 2007 ; Location in patent: Page/Page column 16 ;

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

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Computational Chemistry Data

TPSA 78.1
LogP -0.1546
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Methyl 2-aminopyrimidine-4-carboxylate

CAS No. 2164-66-1

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